101 Places To Visit In Chicago

Travel Tamed

Chicago, Illinois is an interesting American city that welcomes more than forty million visitors each year. Since being incorporated as a city in 1837, Chicago has grown to encompass 237 square miles of land, which nearly three million people call home.

Chicago is an ideal place to visit because it has something to offer virtually every kind of tourist – from the youngest to the oldest. From arts and history to business and commerce and good old fashioned fun – Chicago has it all.

We’ve gone off the beaten path a bit to compile this list of 101 places to visit in Chicago. Sure, you’ll find lots of the popular tourist draws that the city is famous for, but you’ll also find some unique hidden gems as well.

1. Magnificent Mile

Magnificent Mile Lights Festival

Magnificent Mile Lights Festival – Source

The Magnificent Mile is the nickname given to a mile long stretch that extends from the Chicago River to Oak Street.

Three million square feet of retail space has been crammed into that mile to accommodate nearly 800 high-end retailers and fifty luxury hotels – not to mention a variety of other attractions, fine dining establishments – plus four of the tallest buildings in the world.

There is usually some kind of festival or event going on in the Magnificent Mile, depending upon the season so try to make your visit to coincide with one of these events to experience the Magnificent Mile at its best.

2. Harpo Studios – 1058 West Washington Street

Oprah Winfrey fans won’t want to miss the chance to be a part of her studio audience during a live taping.

The Oprah Winfrey show records their shows from January to May then from August through November – so if you’re in Chicago during this time – here’s your chance to see her live and be apart of it. The number to call to get tickets is 312-633-1000.

You must be over 18 and have a photo ID in order to participate in The Oprah Winfrey Show tapings.

3. Millennium Park

Millennium Park is kind of cool, yet kind of creepy, due to the towering fountains with 1,000 human faces spitting water out of their mouths in the Crown Fountain.

You can play in the fountain if it’s warm enough or sit back and enjoy one of the many free musical performances at the nearby Jay Pritzker Pavilion.

If you happen to be in Chicago during the winter months, you can ice skate for free at McCormick Tribune Ice Rink inside the park, from November through March.

4. Buckingham Fountain

Buckingham Fountain

Buckingham Fountain – Source

You need to visit the Buckingham Fountain at night to get the full effect of its amazing display. It’s one of the largest public fountains in the world and creates a fantastic light show each hour while the spray shoots from the center of the fountain more than 150 feet into the air.

Buckingham Fountain is located in Grant Park (Larger complex of parks where Millennium Park above is located) and is open from May 1 until the middle of October.

Because it’s located in a public park, there’s no fee charged to see Buckingham Fountain.

5. Daley Plaza

Daley Plaza is an enormous ‘town square’ of sorts in the heart of downtown Chicago. It has been called a cultural mecca for everything Chicago.

Depending on the time of year you go, you will be treated to seasonal festivities like Halloween gatherings, a fantastic Christmas display or any other imaginable event in between. There’s always something going on in Daley Plaza and it’s usually all free.

Daley Plaza is located at the intersection of Washington and Dearborn Streets.

6. The Picasso – inside Daley Plaza

No visit to Daley Park is complete without seeing The Picasso. A 50ft tall work of art, comprised of 160 tons of Cor-Ten steel – famous artist Pablo Picasso was commissioned to create a piece for Daley Plaza in 1963.

The structure was unveiled and presented to the city in 1967 in a formal gathering by the artist himself. Although Picasso never announced what the sculpture was supposed to represent, it was highly controversial at the time because it did not fall in line with the other sculptures in the Plaza, which depicted famous historical people.

7. Agora – within Grant Park

Agora is another one of those creepy, cool sculpture pieces that Chicago is known for. It is made from over 100 nine-foot tall headless torsos made of cast iron and some of the torsos are posed walking in groups in various directions while others are posed to just stand still.

The Agora is located at the intersection of S. Michigan Avenue and E. Roosevelt Drive in Grant Park – where some of the other notable attractions on this list are located.

It’s open daily from dusk til dawn and there is no admission charge to visit it.

8. Alfred Caldwell Lily Pool (in Lincoln Park)

Alfred Caldwell Lily Pool

Alfred Caldwell Lily Pool – Source

The Alfred Caldwell Lily Pool is one of those hidden gems within the hustle and bustle of true Chicago. It was completed in 1938 and constructed to resemble a prairie river – complete with a small waterfall.

A variety of trees and plants have been added over the year to support the 200 species of birds and other critters like frogs, dragonflies and turtles that frequent the Pool. The Alfredo Caldwell Lily Pool has since gained designation as a National Historic Landmark.

It’s open daily from May to October from 7:30am until 7:30pm. On weekends, docents are on hand to give hour-long guided tours. The Pool is located at the intersection of Fullerton Parkway and Cannon Drive and admission is free.

9. Sears Tower – 233 South Wacker Drive

Get a bird’s eye view of Chicago at the Sears Tower. It has a skydeck on the 103rd floor, which allows you to see for, literally, miles – up to four states away, in fact.

When it was completed in 1973, the Sears Tower was the tallest building in the world. Today, it’s still the tallest building in the US – but is no longer the tallest building in the world. Admission varies in price – from $10.50 for kids to $15 for adults.

Some other inclusions and perks may cost more. Hours of operation vary with the seasons so check with the tower itself to see when access is offered.

10. Cloud Gate – within Millennium Park

This giant sculpture features a bean shape (Aptly nicknamed “The Bean”) from 110 tons of highly reflective steel that reflects the city’s skyline and everything around it.

The arch in the center is 12ft high and creates a gate of sorts for people to go through and see their reflections up close. “The Bean” measures 66 feet in length and 33 feet in height.

It is located in the AT&T Plaza at 201 E. Randolph Street between Michigan and Columbus Avenues.

11. Ellen Lanyon’s Riverwalk Gateway

Explore the history of Chicago as it is depicted by these walls of murals.

The murals begin telling the city’s tale with explorers Jacques Marquette and Louis Jolliet in 1673 and go on to depict important events and eras from Chicago’s history through the year 2000.

This corridor of murals is located at the intersection of Lake Shore and Wacker Drives and connects the Riverwalk to the city’s bicycle path.

12. Hull House

Hull House

Hull House – Source

The famous Hull House began in 1889 as a social settlement, club house, support center and boarding house for newly arrived European immigrants.

By 1910, Hull House had expanded into a sprawling complex of more than 15 buildings that included a summer camp, country club and a variety of other amenities geared toward the immigrant communities. Hull House is located at 800 S. Halstead and has been designated as a National Historic Landmark.

Now a museum, Hull House is open Tuesday-Friday and on Sunday from 10am until 4pm. There is no admission fees, but donations are encouraged.

13. American Girl Place

If you or your children are fans or collectors of the American Girl line of dolls, this is a do not miss attraction. The sprawling complex is home to one of the largest American Girl stores in the world as well as a cafe, photo studio, doll hair salon and more.

It’s a store so you’re free to just go and browse in awe of all they offer for collectors of these dolls, but it’s a fantastic place to get your American Girl gear, too.

Located in the Water Tower Place, the store is open daily from 10am until 9pm.

14. Starting Point of Route 66 – Intersection of Jackson Boulevard and Michigan Avenue

Referred to as “Main Street of America” or “The Mother Road”, Route 66 is an iconic figure in the country’s history.

Starting at this street corner in Chicago, Route 66 snakes its way across 2,400 miles of American backgrounds before ending in Los Angeles, California.

It has served many purposes in its day, from being a popular trade route in the 1920s to a main thoroughfare for people fleeing to the West during The Great Depression and periods after WWII.

15. Eli’s Cheesecake World – 6701 W. Forest Preserve Dr.

Eli's Cheesecake World

Eli’s Cheesecake World – Source

Eli’s Cheesecake World features a glass-enclosed bakery that visitors can tour to find out how their bakers go about creating their world-famous desserts.

Once you see the magic that is created from 50-pound blocks of cream cheese, 2,500lbs bags of sugar and 2,000 pounds of eggs – you can shop their endless array of flavored cheesecakes, sure to satisfy any palette.

16. Green City Market – 1800 N. Clark Street

Green City Market is Chicago’s only year-round farmers’ market. It provides a venue for local farmers to peddle their produce and homemade goods for public consumption to audiences that include chefs, restaurant owners and other food industry people as well as the local public.

Green City Market is open daily from 7am until 1pm, but moves to inside a nearby building during the winter months.

Admission is free.

17. Lincoln Park Conservatory – 2391 N. Stockton Dr.

The Lincoln Park Conservatory features a Victorian glass house built in the late 1890s. The Conservatory is one of the most popular free attractions in Chicago.

If you’re a nature lover, you don’t want to miss the spectacular offerings of palm species and orchids on display there.

The Conservatory is open year round from 9am until 5pm. Docents are on hand to give guided tours on the weekends from 1pm until 4pm.

18. Chicago Botanical Garden – 1000 Lake Cook Road

Chicago Botanical Garden

Chicago Botanical Garden – Source

The Chicago Botanical Garden is a 385-acre natural retreat that opened in 1972. Today the Garden is an amazing compilation of nearly 30 gardens and 2.5 million plants.

There is also a cafe, tram ride, biking and birding trails as well as lots of photogenic locations within the Garden, which also features year-round exhibits, festivals and special events.

The Garden is open year round from 8am until sunset. Admission is free, but a pretty steep parking fee of $20 per car applies.

19. Navy Pier – 600 E. Grand Avenue

Navy Pier isn’t just the top tourist attraction in the city, but it’s also number one in the state of Illinois. Navy Pier opened in 1916 as a naval training center now houses over 80 shops and restaurants.

It’s an impressive pier that extends over 3,000 feet into Lake Michigan. The Pier is also home to the Children’s Museum, a crystal garden and the world-famous Mc Donald’s Ferris wheel.

There’s an outdoor stage that seats 1500 and hosts hundreds of live performances each year.

20. Lincoln Park Zoo – 2200 N. Cannon Drive

Lincoln Park Zoo welcomes an estimated 3 million visitors per year – mainly because of all it has to offer, but mostly because it’s one of the very last free admission zoos in the country.

The Pritzker Family Children’s Zoo features North American wildlife in their natural habitats where kids can learn by exploring. Don’t miss the Regenstein Center for African Apes – a 29,000-square-feet living space for endangered primates or the Regenstein African Journey that recreates the entire continent as a home for two dozen African species of animals.

The zoo is open year round from 10am until 5pm. Admission is free.

21. Midway Plaisance Ice Rink – 1130 Midway Plaisance North

Midway Plaisance Ice Rink features an Olympic-sized rink for ice skating as well as inline skating. There’s an observation deck and a warming center if you get too cold.

Check out the winter garden and reflecting pool once you’ve had your fill of skating. Admission is free and you can rent skates on site for $6 per person.

Midway Plaisance Ice Rink is open daily from noon until 7pm.

22. Oz Park – 2021 N. Burling Street

OZ Park Annual Chalk Fest

OZ Park Annual Chalk Fest – Source

Whether you have kids or you’re still a kid at heart, a trip to Oz Park will be a memorable one. The park features Dorothy’s Playground, community garden, sports courts, sports fields and fantastic lifelike sculptures of all the Wizard of Oz characters.

Oz Park even has a great replica of the Yellow Brick Road that visitors can follow. The park is open daily from sunrise until 10pm.

It’s a public park so there’s no admission fee.

23. Adler Planetarium & Astronomy Museum – 1300 S. Lake Shore Drive

The Adler was the first planetarium to open in the United States and sits on the beautiful Chicago waterfront.

The Adler features a number of ongoing exhibits like Bringing the Heavens To Earth and Journey to Infinity.

The Adler sometimes has traveling exhibits and special presentation so it’s best to call to see what’s going on before you go.

24. Museum Of Science and Industry – 57th and Lake Shore Drive

Museum Of Science and Industry is another one of those special Chicago attractions that was built for other purposes during the Columbian Exposition of 1893.

It was originally the Palace of Fine Arts, but is now home to 350,000 square feet of museum space featuring hands-on exhibits. The museum is open daily from 9am until 5pm and admission prices range between $10 and $15, depending on age and such.

There is a $20 per car parking fee on top of this and the price of admission does not include admission to the IMAX Theater or other special attractions and events.

25. Shedd Aquarium

 Shedd Aquarium

Shedd Aquarium – Source

The Shedd Aquarium was once the largest indoor aquarium in the world. It is home to 22,000 fish and 1500 species of marine life. Some of the Aquarium’s most famous attractions are the Waters of the World, Caribbean Reef, Amazon Rising, Oceanarium and Wild Reef.

Each one provides a different level of interaction with the marine life – with some being geared toward kids while others are more for informational purposes passed on via live presentation with the marine handlers. The Aquarium is open daily from 9am until 5pm.

Admission prices vary greatly from $6-$8 for children and adults all the way up to $70-$90 per person – depending on which areas of the Aquarium you want to visit. Expect to pay another $10-$25 for parking, depending on the time of day that you visit and which lot you prefer.

26. Field Museum of Natural History – 1400 South Lake Shore Drive

Field Museum of Natural History is part of a sprawling 57-acre educational park featuring some of the other attractions on our list, like the Alder Planetarium and Shedd Aquarium.

You really want to go there to see Sue. She’s the largest and most complete T-Rex dinosaurs in the world. You’ll also find several exhibits of other animals, Native American displays and other exhibits dealing with the planets and earth.

The museum is open daily from 9am until 4pm.

27. Six Flags Great America – 542 N Route 21

Six Flags Great America has everything you love about Six Flags parks – only bigger. Your paid admission to Six Flags Great America gets you free admission to the adjacent waterpark called Six Flags Hurricane Harbor.

It has 25 slides, a large wave pool and boasts the world’s largest interactive water playground. In all, there are over 100 acres of fun to explore. The waterpark is only open from May through September so be aware of that as you plan your trip.

Ticket prices are $62 for adults and $42 for kids under 48 inches tall. Be prepared to pay another $22 in parking fees when you go.

28. Water Tower & Pump House / City of Chicago Store – 163 East Pearson St.

If you’re intrigued by Chicago’s history – this is a great attraction for you. There’s a gallery inside the water tower that showcase the city’s triumph over the destruction of the disastrous fire of 1871 through a catalog of vintage photographs.

Across the street you will find the old pumping station, which serves as a tourist information booth as well as the Chicago Store, where you can purchase unique city of Chicago souvenirs.

All buildings are open daily from 10am until 5pm. Admission to all three is free.

29. Observatory at the John Hancock Center

John Hancock Center

John Hancock Center – Source

The 94th-floor of the John Hancock Center is home to an open-air observatory. The observatory rises 1,000 feet above Chicago and features lots of animated exhibits that detail the history of the John Hancock Center as well as other points around the city.

The observatory is open daily from 9am until 11pm.

Admission is $17.50 for adults and $11.50 for kids 11 and younger. Children 3 and under are free.

30. LEGOLAND Discovery Center

Streets of Woodfield – 601 N. Martingale Road

LEGOLAND is a 30,000-square-foot primary-colored wonderland of Lego building blocks. Kids and adults can play with regular sized Lego blocks, see life-sized creations made by Lego pros, go on Lego adventures, ride rides and even tour the factory where Lego blocks are made.

Miniland is truly a must-see attraction. It’s a miniature depiction of Chicago made from 1.5 million Lego blocks. Admission for children aged 2-12 is $15.75. Adult admission is $19.95. Kids 2 and under are free.

LEGOLAND hours are Monday-Friday noon until 7pm and weekends from 10am until 7pm.

31. Brunch and Dinner Cruises – Downtown on Lake Michigan

See Chicago from the water on one of the many Lake Michigan cruises departing from the downtown area. The brunch and dinner cruises are a unique dining experience while the touring cruises are quite informative and educational.

Some cruises are geared toward adults while others cater to families. Hours of operation will vary, depending on the season and the weather.

Admission prices will vary, depending on the menu and length of the cruise.

32. St. James Cathedral – 65 East Huron Street

St. James Cathedral

St. James Cathedral – Source

St. James Cathedral is a beautiful tribute to Chicago’s pre-fire glory. Although most of the church interior was lost in the great fire, the walls and the bell tower are original to the Cathedral’s 1857 construction.

In 1860, President Lincoln visited the church the day after he was inaugurated.

The church keeps regular business hours of 8am until 5pm during the week and there is no admission fee to tour it.

33. Wrigley Field – 1060 West Addison St

Wrigley Field is one of the most recognizable names in baseball history. It’s the home field of the Chicago Cubs major league baseball team and the second oldest active major league ballpark in the country.

You can tour Wrigley Field for $25 and the tours last about an hour and a half. You’ll see everything from the dug out to the clubhouse.

There are game day tours and off day tours – your choice. The tours go on rain or shine.

34. Graceland Cemetery – 4001 North Clark Street

Graceland Cemetery opened in 1860 and is the final resting place of some of Chicago’s most notable individuals. The cemetery provides a map of interesting graves and of course – no cemetery is complete without ghost stories.

Graceland Cemetery has those, too – in addition to a rich history of nearly each person who was interred there that comes with the cemetery map.

When visiting, be respectful of the graves and of any services going on, as Graceland Cemetery is still performs interments and funeral services.

35. Urban General Store – 4723 North Lincoln Avenue

The Urban General Store is the place to go when the typical souvenir just won’t do. Sure, you’ll find the typical fare of jewelery, accessories and T-shirts, but you’ll also find some unexpected treasures – like elephant poop, bacon-flavored mints and ranch dressing flavored dental floss.

Bring your sense of humor. You’ll need it.

Urban General Store is open daily from 10am until 7pm.

36. Chicago Children’s Museum – Navy Pier

Chicago Children's Museum

Chicago Children’s Museum – Source

Chicago Children’s Museum offers three floors of interactive exhibits, in addition to daily programs that create a very hands on learning environment.

They can build a skyscraper in the Skyline exhibit, dig for bones on a Dinosaur Expedition or get their toes and more wet in the Waterways playground.

Chicago Children’s Museum is located at the famous Navy Pier and is open daily from 10am to 5pm. Admission is $12 for children and adults.

37. Volo Auto Museum – 27582 Volo VIllage Road

The whole family is going to love Volo Auto Museum. It is home to over 300 of the most famous and amazing cars in automobile history.

You can see the Batmobile, Scooby Doo Mystery Machine, Pee Wee Herman’s bicycle as well as military and other vehicles – all under one roof that encompasses two full city blocks.

The Volo Auto Museum is open daily from 10am until 5pm. Admission is $14 for adults and $9 for kids.

38. The Palace Theater – Intersection of Randolph and LaSalle Streets

The Palace Theater opened in 1926 and was the epitome of opulence for its time, featuring white marble gold leaf trims and 2,500 cushioned seats.

The Palace was originally a vaudeville venue and welcomed some of the most famous vaudeville stars to its stage. In the 1930s, The Palace began showing movies and by the 1950s, The Palace was hosting Broadway shows.

The hours and dates of the venue will vary, depending on the scheduled performances. The admission prices will vary as well, ranging from $50 all the way up to $300.

39. House of Blues – 329 N Dearborn St

House of Blues

House of Blues – Source

The House of Blues Chicago is a world-renowned music venue catering to a wide variety of musical genres from alternative and Indie to Chicago-style blues and hip hop.

The doors open between 5pm and 9pm nightly, depending on the performers that are scheduled. Ticket prices will vary, too – but generally cost around $8 for local acts.

Most concerts require you to be aged 21 or older to attend.

40. Supernatural Chicago, Excalibur Night Club – 632 N Dearborn St

If you want to experience the “dark side” of Chicago, a performance of Supernatural Chicago is in order.

Neil Tobin recounts some of Chicago’s most famous ghost stories inside one of Chicago’s most haunted buildings – Excalibur Night Club. Admission is $25 and includes two free drinks plus admission to the club area of the bar.

You must be 21 or older to attend. The show beings at 7:30pm every Friday night.

41. Morton Arboretum Chicago – 4100 Illinois Route 53

The Morton Arboretum Chicago is a natural oasis in Chicago. It has 16 miles of walking trails where you can peruse the 41,000 plants and trees and wildlife that call the Arboretum home. The Children’s Garden is great for kids and families because it provides lots of hands on activities and educational fun for younger visitors. The Morton Arboretum Chicago is open daily from 7am until sunset. Admission is $10 for adults and $8 for children. Parking is included in the price of admission.

42. Amazing Chicago Funhouse Maze – Navy Pier

Chicago Funhouse Maze

Chicago Funhouse Maze – Source

Getting lost doesn’t have to be a disaster. It can be quite fun, especially in the Amazing Chicago Funhouse Maze. The maze is comprised of over 4,000 square feet of funhouse obstacles – including mirrors, spinning tunnels and more.

It’s fun for kids, but is also very adult friendly as well. The Amazing Chicago Funhouse Maze is open daily from 10am until 10pm.

Tickets are $11 for adults and $7 for kids. Children under 5 years old will not be admitted.

43. Arlington Park Racetrack – 2200 West Euclid Ave

Arlington Park Racetrack first opened in 1927 and has grown to be one of the most popular family-friendly attractions in Chicago.

You can bet on the horses or just enjoy the pageantry of the race, complete with uniformed jockeys and parade. The racing season runs mid-May through September/October.

It’s open from 1pm until 6pm seasonally and children 17 and under are admitted free.

44. Medieval Times Dinner & Tournament – 2001 N. Roselle Road

Take a step back in time to the 11th century and watch exciting jousting matches between Medieval knights – live – while you dine.

The performance boasts stunning costumes and the weaponry of the time, including swords and lances. The venue is located in a castle and all of the staff are dressed in period clothing. However, the stars of the show are definitely the specially bred Andalusian horses. Medieval Times is open from 2pm until 9:30pm Tuesday through Sunday.

Adult admission is $60 and kids tickets are $36. Admission prices include dinner and a two hour show.

45. Art Institute of Chicago – 111 South Michigan Avenue

Art Institute of Chicago

Art Institute of Chicago – Source

The Art Institute of Chicago is one of the most beloved and visited attractions in Chicago.

It has one of the world’s greatest art collections. In fact, the loveable farmers depicted in the painting “American Gothic” call the Art Institute of Chicago home.

The Art Institute of Chicago is open daily from 10:30–5:00. Admission is $18.00 for adults, $12.00 for students and seniors. Children aged 13 and under are free.

46. Lake Michigan

Lake Michigan is a must-see any time of the year, but it’s especially nice if you’re visiting Chicago in the summer.

Lake Michigan is very important to the city because its the city’s source of drinking water and gateway to the Atlantic.

Expect all the summertime attractions like jet skiing, boat rentals and swimming. Even in cooler weather, you can still enjoy Lake Michigan for its beauty – especially at night.

47. Chicago Theatre – 175 N. State Street

Chicago Theatre

Chicago Theatre – Source

The Chicago Theatre is probably the most recognizable landmark in the city, due to its impressive old style marquee out front, which stands an impressive six stories high. The Chicago Theatre opened on October 26, 1921 and was known as “the Wonder Theatre of the World”.

The lobby is five stories high and surrounded by promenades.. The staircase is patterned after that of the Paris Opera House. The auditorium seats 3,600 and is seven stories high. Today, the Chicago Theatre still hosts a variety of theater and music performances, but is open for tours as well.

Tickets for the tours are $12 for adults and $10 for kids 12 and under. Tours are offered daily during regular business hours. Don’t miss the autographed walls behind the stage to see just a few names who have graced the Chicago Theatre marquee in the past.

48. Michigan Avenue

Michigan Avenue is a great place to do a walking tour of the city. You will pass the Millennium Mile as well as some of the best known landmarks in the city.

Some of the most famous companies, designers and brands have made their homes along this prominent stretch of Chicago real estate and the backdrop of skyscrapers is impressive in and of itself.

You can stroll Michigan Avenue at your leisure and of course, it’s free to do so – and also a great way to see some of Chicago’s best in an up close and personal kind of way.

49. National Museum of Mexican Art – 1852 W. 19th Street

The National Museum of Mexican Art is dedicated to promoting and preserving the life of the Mexican artist.

It is home to one of the country’s largest collections of Mexican art and artifacts – including regional costumes, textiles, folk art made from low fire ceramics, wood and paper mache – in addition to masks and holiday-related items. The National Museum of Mexican Art hosts a variety of events throughout the year.

They are open daily from 10am until 5pm. The National Museum of Mexican Art is closed on Mondays. Suggested donations for group tours ranges between $60 and $100, depending on the exhibits and time of year. You can check with the Museum to find out when their next “Free Tours Day” is. These happen one day per month.

50. Michigan Avenue Bridge – Downtown Chicago

Michigan Avenue Bridge

Michigan Avenue Bridge – Source

The Michigan Avenue Bridge connects North Michigan Avenue to South Michigan Avenue across the Chicago River.

There are two levels on the bridge for cars and pedestrians. The bridge is heavily embellished with sculptures and plaques that recount the history of the Chicago River. It’s also one of the most photogenic areas of the city.

The McCormick Bridgehouse & Chicago River Museum sits at one end of the bridge and is interesting to visit to learn about the history of the structure.

51. Multi-level Streets – Downtown

What many visitors to the city may not know is that some of the most famous and heavily traveled roads in Chicago actually have two or three levels.

The midsections tend to be for vehicular traffic while the upper and lower levels tend to be for pedestrians and waterfront traffic. Here’s a list of tri-level streets for you to check out.

Columbus Drive
Lake Street
Randolph Street
Stetson Avenue
South Water Street

52. Chicago History Museum – 1601 N. Clark St.

Chicago History Museum

Chicago History Museum – Source

The Chicago History Museum is the place to go if you are interested in learning about the city’s history. The Museum has 22 million items in its inventory spread across various eras of the city’s past and future.

Some notable exhibits are: Chicago: Crossroads of America, The Abraham Lincoln Alcoves and Sensing Chicago – in addition to borrowed collections and traveling exhibits.

The Museum is open Monday through Saturday 9:30 a.m.–4:30 p.m. and Sunday 12:00 noon–5:00 p.m. Admission is $14 for adults and $12 for students and seniors. Children aged 12 and younger are free. Be prepared to pay a $9 parking fee in addition to the admission price when you go.

53. Enjoy Pioneer Farm – 17N400 Big Timber Road

Escape the city life for just a bit and visit a real, working farm.

Enjoy Pioneer Farm raises a host of farm animals as well as a variety of produce – including seasonal items like pumpkins and Indian corn, which you can pick or purchase while there. T

ours are on Friday and Saturday and you will need to call for an appointment. Admission is $4 per person or $10 maximum per family.

They have a great play area for kids as well as a petting zoo for feeding the animals.

54. The Eye – Pritzker Park at State and Van Buren

Chicago is known for its abundance of public art. Some of it is entertaining, some of it is educational – while some of it is just kind of creepy.

Like “The Eye”. And that’s just what it is – a creepy, insanely huge and highly realistic eyeball. It stands three stories tall and was modeled after the creator’s eyeball, with realistic veins, iris and pupil.

The Eye is located in a public park so there is no admission fee and it’s accessible all the time.

55. Wonder Works – 6445 West North Avenue

Wonder Works is a 6,400 square feet kid-friendly, kid-inspired and kid-powered wonderland.

Created with children from infants to age eight in mind, Wonder Works offers a variety of interactive venues for children to express themselves via art, performance, design and building. Each of the five ‘zones’ of Wonder Works focuses on a kid-friendly version of a topic – like gardening, arts and theater.

Wonder Works is open Wednesday through Sunday from 10am until 5pm and admission is $6 per person.

56. Visit Bob Newhart – Navy Pier

Bob Newhart

Bob Newhart – Source

Okay, not the real Bob Newhart, from the 1970′s classic TV sitcom, “The Bob Newhart Show,” but a life-sized statue of Bob Newhart sitting in his office chair instead.

Next to the chair is an aptly placed couch sculpture where you can sit and tell him all your troubles. It’s located on Navy Pier and is quite popular with fans of the show and non-fans alike, due to its quirkiness.

57. Uncle Fun – 1338 West Belmont

Uncle Fun is an old world style emporium store with treasures hiding in every nook and cranny.

Some would call it a gag gift store. Some would call it a toy store while Uncle Fun would call it, well – fun. Be prepared to recapture at least a bit of your childhood and a large portion of your sense of humor when you visit.

Uncle Fun is open daily from 11am until 7pm. It’s a store so there are no admission fees. Just lots of fun for sale.

58. McDonald’s Museum and Store – 400 Lee Street

McDonald's Museum

McDonald’s Museum – Source

Come see where the number one fast food venue in the world got its start. The McDonald’s Museum and Store is an exact replica of the first McDonald’s restaurant at the exact site where the first store stood.

All original cooking equipment is included and features mannequins in vintage uniforms. The lower level of the McDonald’s Museum and Store is dedicated to vintage ads and signage.

The McDonald’s Museum and Store is only open during the summer and tour times vary. You can call ahead to 847-297-5022 to verify it will be open during your trip.

59. International Museum of Surgical Science – 1524 N. Lake Shore Drive

The International Museum of Surgical Science is another one of those creepy Chicago attractions that you really don’t want to look at, but you just can’t help it.

It features a history of surgical instruments and usually has an exhibit on display. One such exhibit – Our Body: The Universe Within – is a gruesomely fascinating display of more than 200 preserved bodies and organ specimens.

The International Museum of Surgical Science is open daily from 9am until 4pm, but closed on major holidays. Admission is $15 for adults, $10 for seniors, students and military people and $7 for kids aged 4-13. Kids 3 and under are free. Be prepared to pay an extra $9 to $11 for parking when you go.

60. The Irish Castle – 10244 South Longwood

Irish Castle

Irish Castle – Source

Chicago isn’t a likely place for a castle, but you can certainly find one there.

The Irish Castle (Also known as the Beverly Unitarian Church and the Givens Mansion) was built in 1886 and was rumored to be a gift for Robert Givens’ bride-to-be who died before she could live there.
Over the years the building has been home to lots of things and some of its former residents are said to have never left. Instead, they stayed behind to haunt the place.

Today, the Castle is still an active church so call ahead to 773-233-7080 to see when you can visit and if there are any fees involved.

61. Rush Street (Rush and Division)

If you’re looking for nightlife in Chicago, Rush Street is definitely the place to see and be seen.

It is dotted with hip bars and trendy dance clubs which offer virtually every genre of music. Rush Street remains active, even long after the rest of the city has gone to sleep.

Admission prices will vary, depending on the venue you visit. Patrons must be age 21 or older to enter most establishments where alcohol is served.

62. Dave and Busters – 1030 N. Clark Street

Dave and Busters is a giant indoor arcade/restaurant/bar that is great fun for the whole family. They offer bowling, pool and shuffle board in addition to an endless array of video games.

They have a full menu in their restaurant that includes everything from appetizers, entrees to desserts. Their sports bar is where you can go for a drink and to watch a game on TV.

It’s a family friendly place, but also good for adults, too. Dave and Busters is open Sunday, Wednesday-Thursday from 11:30am until 11pm, Monday and Tuesday from 4pm until 11pm and on Saturdays from 11:30am until 2am. There’s no admission fee, but you have to pay to play the games.

Dave and Busters has a lot of promotions and discount offers on game credits so check for the best deals when you go.

63. Wrigley Building

Wrigley Building

Wrigley Building – Source

It was the very first Chicago buildings that would go on to create the Magnificent Mile. Because of the lighting on the building, it’s most gorgeous to behold at night.

It’s a public building so there’s no admission fee. You can go inside during normal business hours if permitted by the staff.

64. Marina City

Marina City is one of the city’s most recognizable landmarks. It’s a pair of two 60-story towers that are made to resemble corn cobs.

Marina City is a multi-functional complex, containing apartments, offices, a theater and 18 stories of parking garages. There’s a dock below Marina City so it’s accessible from the river below, too.

It’s located downtown so you can’t miss it. Being that its a public building, there is no admission fee.

65. The Riverwalk – Lake Street and Michigan Lake

The Riverwalk is a mile long stretch of walkway on the banks of the Chicago River.

It is lined with quaint cafes and restaurants and provides an easy access point for riverboat tours and other recreation like bike rentals and water taxis. The Riverwalk is quite lovely at night. It’s a work in progress that will be expanded many times over the coming years.

There is no admission fee to The Riverwalk and it’s open all the time.

66. Chicago River

Chicago River

Chicago River – Source

The Chicago River is over 150 miles long and meanders through the city. Once settled by several Native American tribes, the Chicago River remains a main tourist draw and recreational location today.

In 1900, engineers were able to reverse the flow of the river so that it no longer flows into Lake Michigan. The Centennial Fountain was built in 1989 to celebrate the Chicago River. During warmer months, the fountain shoots a large spray of water into the river for ten minutes each hour.

More than 40 bridges traverse the rivers at various points in the city and many boating companies operate tour boats for excursions. The River is accessible all the time and there is no admission fee.

67. Chinatown

The completion of the transcontinental railroad in the 1870s brought an influx of Chinese immigrants to the city. By the end of the nineteenth century, about 500 Chinese called Chicago home.

They settled in and made their mark on the city. By the 1950s, there were about 14,000 Chinese living in Chinatown. Today, it has about 70,000 residents.

St. Therese Church and the Chinese-American Museum are two Chinatown landmarks that you want to see. Don’t pass up the chance to shop in the markets or to enjoy a cup of Chinese tea.

68. Prairie Avenue

In the 1800s, anyone who was anyone had an esteemed Prairie Avenue address. More than 75 millionaires called this neighborhood home in its 19th century hey day.

The houses that remain are primarily brick structures that resemble the famous Painted Ladies homes in San Francisco. Many of them have since been torn down. However, nine of them have been received designation as historic landmarks. Aside from the beautiful homes, there is plenty of gorgeous architecture to see in the Prairie Avenue District.

You can drive through or do a walking tour. It’s available all the time without admission fees.

69. Oak Street Beach

Oak Street Beach

Oak Street Beach – Source

A beach…in the middle of Chicago? Yes – Oak Street Beach is one of 26 Chicago beaches and is the place to see and be seen for coastal enthusiasts.

It’s a man-made beach that was created in 1890 and today lies in the shadow of the Magnificent Mile. It’s a happening place for locals and tourist alike, with the warmer months being quite busy so be prepared for the crowds if you plan to visit in the summer.

You can partake in all the usual beach activities by day and enjoy the skyline at night.

70. Dearborn Street Station – Dearborn and Polk

Dearborn Street Station is the oldest of six inner city train stations in Chicago. It was a major departure point for the Southwest via the Santa Fe Railroad.

Dearborn Street Station opened in 1885 and was quite beautiful. It featured a 12-story tall clock tower that became a welcome to Chicago landmark for arriving passengers.

Dearborn Street Station closed in the mid-1970s and became a park, but the main structure and clock tower still remain.

71. Chicago Temple

Chicago Temple

Chicago Temple – Source

The Chicago Temple was completed in 1923 as the primary place of worship for the First United Methodist Church.

It measures 568 feet tall and was the tallest building in the city until 1930. The 2-story sanctuary seats 1,200 worshipers. Ornate wood carvings and stained glass adorn the building. Today, most of the building is used as office space.

The First United Methodist Church/Chicago Temple is still an active place of worship and visitors are welcome.

72. Blackstone Hotel – Michigan Avenue and Balbo Street

The Blackstone Hotel was built in 1910 and was added to the National Register of Historic Places in 1986.

The Blackstone Hotel has welcomed many celebrities and presidents over the years – and even a convention of mafia bosses headed by Lucky Luciano during the height of Prohibition.

The Blackstone Hotel was built to include all the turn of the century grandeur and opulence and boasts a 1,400 piece private art collection. You can book a stay there under one of their many promotional offers or just peek in for a visit.

73. Gino’s East – 162 E. Superior Street

One of the many things Chicago is famous for is its deep-dish pizza and, if you ask anyone that’s experienced it – you’ll hear there’s no better place to get some than from Gino’s.

Each pizza is made by hand using a secret recipe to create a golden crust and chunky tomato sauce. Gino’s opened in 1966 and fast became ‘the place to go’ for celebrities and locals alike.

Guests to the restaurant are invited to sign their names on the interior walls, just as customers have been doing since their doors opened. If you can’t get enough while you’re there, you can buy plenty to take home, too.

74. Soldier Field – Lake Shore Drive

Soldier Field - Lake Shore Drive

Soldier Field – Lake Shore Drive – Source

Soldier Field is home to the NFL’s Chicago Bears. It has a seating capacity of 61,500 – making it the smallest stadium in the NFL. The stadium at Soldier Field actually came later.

The current location was the site of a military memorial that was opened in 1924, followed by Municipal Grant Park Stadium -which changed its name to Soldier Field in 1925.

Soldier Field offers guided tours for $15 for adults, $10 for kids aged 10-18, $7 for seniors and $4 for children aged 4 to 9. Kids aged 3 and under are free. The tours run Monday – Friday from 9am until 5pm and a credit card is required to reserve a tour. A non-refundable fee will be charged to your card in the event of a cancellation so plan with care.

75. Chicago Cultural Center – Michigan Avenue

The Chicago Cultural Center may be one of the city’s best kept secrets. It’s full of contemporary art and photography as well as many other kinds of exhibits.

Frequent lectures, concerts and other performances are held at the Chicago Cultural Center – all of which are free of charge. The building itself is quite remarkable, featuring stained glass domes and a stunning rotunda. It first opened in 1897 as Chicago’s first central public library and became the Chicago Cultural Center in 1991.

The building is open during regular business hours, including weekends, but is closed on major holidays.

76. 63rd Street Beach – Jackson Park

63rd Street Beach is one of Chicago’s oldest beaches. The designers of New York City’s Central Park designed Jackson Park in 1871.

By the turn of the century, deposited granite slabs that extended into the water created a paved beach of sorts, which turned out to be a very popular swimming spot for locals. To accommodate the influx of visitors, a bath house was constructed in 1919.

It still stands today and is one of the area’s most famous landmarks.

77. Montrose Beach

Montrose Dog Beach

Montrose Dog Beach – Source

Montrose Beach is the largest beach in Chicago and one of only two dog-friendly beaches in the city.

In one area of the park, dogs are allowed to roam free, which makes it a favorite destination for dog lovers.

There is an on-site restaurant featuring a 3,000 square foot patio that was created from the remnants of a historic home in the area.

78. Garrett Popcorn Shop – 625 North Michigan Avenue

Garrett Popcorn Shops isn’t just a popcorn vendor – it’s a popcorn wonderland. They make a wide variety of gourmet popcorn using secret recipes that haven’t changed since the company’s inception in 1949. They still use copper kettles to cook it!

Their most famous blend is aptly named – The Chicago Mix, which is a blend of CaramelCrisp and CheeseCorn. You can create your own tin or purchase premade ones.

Be prepared to stand in a line that snakes out the door and around the building when you go. They are open Monday – Thursday from 10am until 8pm, Friday – Saturday from 10am until 10pm and on Sundays from 10am until 7pm.

79. Candyality – 835 North Michigan Avenue 7th Floor

No matter how old you are, you can still be a kid in a candy shop when you visit Candyality. They have virtually any kind of candy and confection that you can think of – from current favorites to retro flavors.

Candyality is so committed to delivering on the best of the sweet stuff that they created the first ever licorice bar in Chicago, where you can sample varieties of licorice from around the world. If chocolate is your weakness, Candyality has plenty of gourmet chocolates, truffles, and old fashion fudge.

They also have an on-site museum dedicated to the history of, what else? Candy! Candyality is open Monday – Saturday from 10am until 9pm and on Sundays from 11am until 6pm.

80. Randolph Street Market Festival – Randolph Street

The Randolph Street Market festival is an indoor/outdoor swap meet of sorts that deals exclusively in one of a kind antiques.

If you’re looking for a unique treasure to take home with you, The Randolph Street Market is the place to go. Over 200 vendors come together to peddle vintage furnishings, clothing, jewelry, collectibles and more.

You have to pay to go, however. Tickets are $8 for adults and $3 for kids. Children 12 and under are free.

81. Swedish Bakery – 5348 N Clark Street

Swedish Bakery

Swedish Bakery – Source

The Swedish Bakery is another one of Chicago’s best kept secrets, tucked away on a quiet side street downtown. The Swedish Bakery has been dedicated to bringing European-style pastries to the Chicago area for more than 80 years.

Be prepared to wait in line when you go because it’s a quite popular venue for locals, too. Visiting the Swedish Bakery during any of the traditional holidays is a special treat because they offer some of their signature products that are only available certain times of year – like paczki (Lent), soda bread (St. Patrick’s Day) and hot cross buns (Easter).

They are open from Monday to Friday from 6:30am until 6:30pm and on Saturdays from 6:30am until 5pm, but closed on Sundays and most major holidays.

82. Swedish American Museum – 5211 N. Clark Street

Once you’ve had a chance to sample the Swedish treats from the bakery, head to the Swedish American Museum just a few blocks away. It’s a 24,000 square foot building that has a private collection of more than 12,000 related to the Swedish immigrants that settled in the Chicago area.

Their histories are told by life-sized mannequins that represent some of the most prominent Swedes in the area, how they got here and what their journey through life in Chicago was like. The Swedish American Museum also has special exhibits, lectures and other presentations that vary from time to time. There is also a separate children’s museum that explains the topic of immigration on a level they can understand.

The Swedish American Museum is open Monday – Friday 10am – 4pm and Saturday – Sunday: 11am-4pm. The Children’s Museum’s hours are Monday – Thursday: 1pm-4pm,
Friday 10am-4pm and Saturday – Sunday: 11am-4pm. Admission is $4 for adults and seniors and $3 for children. A bulk rate admission of $10 applies to families.

83. Hot Doug’s – 3324 North California

Hot Doug’s is another one of those off the beaten path places known only to locals that a friend living in Chicago might take you to if you were visiting. Just like deep dish pizza, Chicago-style hot dogs are one of the city’s trademarks. And you can get them here at Hot Doug’s for just $2.

Hot Doug’s isn’t just a hot dog shop, though. They refer to themselves as a ‘sausage superstore and encased meat emporium’. Where else can you find one of those? The Hot Doug’s menu includes trademark hot dogs like The Paul Kelly (Bratwurst soaked in beer), The Brigitte Bardot (Andouille Sausage) and the Joe Strummer (veggie hot dog).

Go on Friday or Saturday to sample their duck fat fries. Hot Doug’s is open Monday – Saturday from 10:30am until 4pm.

84. Mount Carmel Cemetery – Harrison & Hillside

Mount Carmel Cemetery

Mount Carmel Cemetery – Source

Another permanent fixture in Chicago history is the mob – or the mafia. Many of the most notorious gangsters in American history have been laid to rest in Mount Carmel Cemetery.

One of the most famous graves in the cemetery is that of Al Capone. You would think he would be buried with lots of fanfare and pageantry, given his excessive lifestyle, but a very simple, very plain headstone marks his final resting place.

Another interesting gravesite is that of the Genna brothers, a tomb where six brothers are interred.

85. Tommy Gun’s Garage – 2114 S. Wabash

Tommy Gun’s Garage is a dinner theater, set in the 1920s – which was the peak era of Chicago gangsters. The place has a speakeasy feel to it and the costumed entertainers performing as gangsters and flappers give it an authentic feel.

Tommy Gun’s Garage sort of pokes fun at the mafia hey day in a tongue in cheek way, but is very informative and quite entertaining at the same time. Showtime is 7pm nightly Wednesday through Sunday. Tickets range in price from $60 to $70.

Reservations are highly recommended. Ticket price includes a show and a multi-course dinner with dessert.

86. Site of The St. Valentine’s Day Massacre – 2122 N. Clark Street

On Valentine’s Day 1929 the St. Valentine’s Day Massacre happened – which would go on to become the most famous mob hit in history.

A red brick building that housed S-M-C Cartage Company. One group of mobsters tricked another under a ruse of some bootleg whiskey and resulted in seven men becoming scapegoats at the mercy of their enemies. Seven men had been lined up against the back wall of a garage and executed by a hail of machine gun fire.

The garage quickly became a tourist attraction and drew thousands of curiosity seekers over the years. It was eventually torn down in 1967 and the bricks from the wall were sold at auction. Today, the former site of the fateful wall is a private fenced lawn with a row of five trees planted in the center. The tree in the middle is where the brick wall once stood.

You can pass by today, but do not enter the lawn as it is private property and you can be charged with trespassing.

87. Jewelers’ Building – 35 East Wacker

The Jewelers’ Building opened in 1927 and for the first 14 years featured a parking garage, complete with a car lift – that took up the whole bottom 23 floors of the building.

Movie buffs will recognize the building from its cameo appearance in the 2005 movie Batman Begins. The Jewelers’ Building was also featured in the 2011 blockbuster movie Transformers: Dark of The Moon in the end scene that featured a giant robot battle in the city.

It’s a public building that houses many offices and buildings. While there is no admission fee to enter it, be courteous of the business being conducted in the area.

88. The Allerton Hotel – 701 N. Michigan Avenue

The Allerton Hotel

The Allerton Hotel – Source

The Allerton Hotel opened as an apartment building in the mid 1920s and included more than 1,000 rentable apartments for men and women.

The hotel had a very active social scene and boasted a library, solarium and sports league. By the 1940s, The Allerton Hotel was jumping with the Tip Top Tap lounge located on one of the upper floors. In 1963, the Cloud Room took its place.

The Allerton Hotel is 25 stories high and has undergone a massive renovation in recent years. It is now owned and operated by the Crowne Plaza hotel company.

89. The Tribune Tower – 435 N. Michigan Avenue

The Tribune Tower is a very important icon in the Chicago media industry, serving as the home of the Chicago Tribune and Tribune Company. Also, WGN Radio broadcasts from the building, which is also where CNN’s Chicago bureau is located.

What sets The Tribune Tower apart from other Chicago buildings is that pieces of other world-famous landmarks were incorporated into its design. Rocks from places like the Taj Mahal, Parthenon, the Great Pyramid, The Alamo and Notre-Dame were mixed in with the construction of the lower levels of the building.

This is another building that also made an appearance in the 2011 blockbuster movie Transformers: Dark of The Moon.

90. Brookfield Zoo – 8400 31st Street

Brookfield Zoo

Brookfield Zoo – Source

The Brookfield Zoo has gone through some major changes and seen some great additions since opening in 1934.

The Great Bear Wilderness is an awesome place to see grizzly and polar bears. The Hamill Family Play Zoo is an interactive play area where kids can try their hand at being veterinarians. It’s a big place and strollers are not allowed in many of the enclosures so be aware of that when you go.

The Brookfield Zoo is open daily from 10am until 5pm. Admission is $15.00 for ages 12 and up and $10.50 for seniors and kids aged 11-3. Kids 2 and under are free. Be prepared to pay an additional $10 for parking when you go.

91. Promontory Point – 5491 South Shore Drive

Promontory Point is a man-made peninsula created from limestone blocks that create for ledge steps that lead up to a main walkway. It first opened in 1937 and has since become a very popular destination for tourists and locals alike.

There is a field house on site that is rented out as a wedding and corporate event location. Swimming, kayaking and just hanging about are all popular pastimes at Promontory Point.

It’s open daily from 7am until 9pm. Bring a picnic or use one of the many on-site barbeques to create a meal.

92. Harold Washington Library – 400 S State Street

The Harold Washington Library Center is the largest public library in the world and is home to the largest collection of children’s books in all of Chicago.

There are ten floors in the building, including a winter garden that can be rented for private events. The library is open Monday-Thursday from 9am-9pm, Friday-Saturday 9am-5pm and Sunday 1pm-5pm.

They offer free WiFi service to visitors, which can come in handy while on vacation.

93. North Avenue Beach – 1600 North Avenue

North Avenue Beach

North Avenue Beach – Source

The North Avenue Beach is Chicago’s best known and most visited beach. It has some great perks that the city’s other beaches do not have – like lifeguards.

North Avenue Beach welcomes millions of visitors each year for events like volleyball tournaments and the Chicago Air & Water Show. There are bike rentals, a bar, restaurant and other amenities along North Avenue Beach as well.

It’s a beautiful place to visit in the summertime, but is also lovely to behold at night, too.

94. Old St. Patrick’s Church – 700 West Adams Street

Old St. Patrick’s Church is a beautiful tribute to Chicago’s rich past and was erected as “cornerstone of Irish culture” where it opened in 1850. It’s one of very few buildings that survived the devastating fire that ravaged the city in 1871.

The church still has regular services and hosts special events for Christmas and Easter. It is also the host of the largest block parties in the world, which happens annually during the summer.

The church welcomes visitors during regular Mass services on Mondays and Sundays and may be open to tours at other times during the week.

95. Smith Museum of Stained Glass Windows – Navy Pier

The Smith Museum of Stained Glass Windows opened in 2000 and is the first American museum dedicated to stained glass windows and it’s also the largest public display of Tiffany windows in the world.

The Smith Museum of Stained Glass Windows showcases 150 pieces of stained glass that have been classified into four major categories – Victorian, Prairie, Modern, and Contemporary. Most of them came from local buildings that have since been demolished. The windows are protected by heavy sheets of bulletproof glass to prevent them from being damaged.

The Museum is open Sundays through Thursdays 10am-8pm and Fridays and Saturdays 10am-10pm. Admission is free.

96. Union Station – 225 South Canal Street

Union Station

Union Station – Source

Union Station is a massive rail station that debuted in 1925 to replace the previous fifty year old structure before it. The building spans nine full city blocks in size and most of its levels are underground.

Some of its interior design features are a barrel shaped skylight, statuary and balconies. Union Station was quite impressive for its time and retains much of its original grandeur today. At one point, it even had underground taxis that shuttled passengers to their trains. During the peak of WWII, Union Station handled 300 trains and 100,000 passengers daily.

It’s still busy today, with just under 60,000 people passing through the station each day.

97. Kline Creek Farm – Winfield Township 1N600 County Road West Chicago

Take a break from the city life to experience life as it was in the 1890s on an authentic DuPage County Farm. At Kline Creek Farm, you can browse farmstead structures and meet the costumed interpreters that re-enact the roles of local farmers, their wives and their families by going about daily tasks as they did over 100 years ago.

You’ll see demonstrations on things like canning, quilting, baking and farming – all done by hand or the simple methods available all those years ago. Of course, Kline Creek Farm has all the requisite barns, cattle, sheep chickens and coop and other farmy lifestock that call a farm home – in addition to large gardens and pastures.

The Kline Creek Farm is open from Thursday – Monday from 9am to 5pm. Admission is free.

98. Maxwell Street Precinct Station House – Maxwell Street

The Maxwell Street Precinct Station House used to be one of Chicago busiest police stations. The Station House was built in 1889 and by 1900, the neighborhood around the Station House had one of the highest crime rates in the city.

It was densely populated, too – with 125,000 people living in just two square miles of space. The mafia was largely in control of the Maxwell neighborhood and many of the police officers were on their payroll.

The Maxwell Street Precinct Station House would rise to fame one last time in the 1970s when it was featured in the title sequence of the widely popular television show Hill Street Blues.

99. The Money Museum – 230 S. La Salle Street

Money Museum

Money Museum – Source

If you’ve never seen a million dollars, here’s your chance. The Money Museum features a giant cube made from see through materials that contains one million $1 bills.

Everything you ever wanted to know about money and more can be found at The Money Museum at the Federal Reserve Bank in Chicago. Sometimes, the Museum hands out shredded money as keepsakes.

Admission is free and the Museum is open Monday through Friday from 8:30am to 5pm. Be advised, you must have a photo identification and go through several security scans and checks before entering.

100. Eternal Silence/Grim Reaper Statue – Graceland Cemetery

Eternal Silence/Grim Reaper Statue is another one of those creepy Chicago sculptures you’ve come to know from this list.

It was created in 1909 and was erected in the Graceland Cemetery. It’s a bronze figure on a black granite base and stands 10 feet tall.

There are lots of rumors about the statue – the most famous one being that if you look into its eyes, you will see the vision of your own death as it happens.

101. Superdawg Drive In – 6363 N Milwaukee Ave

Superdawg

Superdawg – Source

Superdawg Drive In opened in 1948 and has retained just about all of its vintage charm. Cars drive in to a parking spot and give their order into a vintage metal speaker. Moments later, it’s delivered to their car by what else? A carhop waitress.

They sell hotdogs, hamburgers, fries, onion rings, shakes, malts and every other drive in kind of food you could imagine. It’s all served in a retro-printed box. It’s one of those nostalgic feel-good kinds of places that you wish had never gone out of style.

Superdawg Drive In is open daily from 11am until 1am during the week and from 11am until 2am on weekends.

So there you have it – 101 places to visit in Chicago. We hope you find the places on the list as fun, informative and entertaining as we do.

Pay attention to the weather in Chicago before you travel because their winters can be quite harsh with lots of snow. Because it’s a popular location for international events and conventions, you also want to check your calendar to avoid the potential hassles of millions of extra visitors on any given weekend.

Chicago, like any other place, can be as safe or as dangerous as you make it. Exercise common sense and safety measures when you’re out to ensure your trip goes smoothly.

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Hello, my name is Uttoran Sen and am the founder and editor of Travel Tamed.

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