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The City of Chicago is a multicultural metropolis full of Midwestern hospitality, deep-dish pizza, a love of Lake Michigan, and a deep appreciation for art and culture. As the country’s third largest city, Chicago is often glossed over for the ritzier New York City or the more glamorous Los Angeles. But the Windy City is every bit as fascinating and well worth a visit.
The city is well-known for its magnificent architecture, historical places, museums, and food. Chicago is also a city dedicated to its blue-collar roots.
While we may be a major city, neighborhoods throughout Chicago are like their own little towns. We have a dedication to our neighbors, building a community, and making Chicago the greatest city in the world.
From Millennium Park, the Chicago Symphony Orchestra, the Crown Fountain, the Navy Pier Beer Garden, and the Art of the Architecture walking tour, Chicago is a masterpiece.
These are some of our favorite things to do in Chicago, no matter if you are a first-timer or a frequent visitor. Once you’ve experienced this magnificent city, you’ll understand why its residents love it.
- Things to Do in Chicago, Illinois
- 1. Check Out Millennium Park
- 2. Take Photos of the Chicago Skyline
- 3. Get Wild at Lincoln Park Zoo
- 4. Visit the Museum Campus of Chicago
- 5. The Field Museum of Natural History
- 6. Cloud Gate at Millennium Park
- 7. Take a Boat Cruise on Lake Michigan
- 8. Try Chicago-Style Hot Dogs
- 9. Eat World-Famous Deep Dish Pizza
- 10. The Art Institute of Chicago
- 11. Catch a Baseball Game or Concert at Wrigley Field
- 12. John Hancock Center
- 13. Witness World-Renowned Theater
- 14. Frolic in the Sand at North Avenue Beach
- 15. Dine in the Ultimate Chicago Skyline Experience at The Signature Room
- 16. Visit the Spirit Statue and Catch a Game at the United Center
- 17. The Historic 63rd Street Beach
- 18. Take in the Chicago Food Truck Scene
- 19. The Amazing Concerts at Hyde Park
- 20. Wander Around Navy Pier
- 21. See the Fishes at Shedd Aquarium
- 22. Check Out Sweet Mandy B’s Cupcakes
- 23. Indulge in the Chicago Diner Scene (Especially the Shakes)
- 24. Shop and Dine Along the Magnificent Mile
- 25. See the Chicago Bears at Soldier Field
- 26. Take a Photo Break at Buckingham Fountain
- 27. Marvel at the DuSable Bridge
- 28. Visit the Book Cellar
- 29. Try an Italian Beef Sandwich
- 30. Experience the Museum of Science and Industry
- 31. Reach for the Stars at Adler Planetarium
- 32. Experience the Stunning Chicago Cultural Center
- 33. Enjoy the Chicago Lakefront Trail
- 34. The Chicago Water Tower
- 35. Visit the University of Chicago
- 36. See the City from Above at Willis Tower
- 37. Get to Know the City at the Chicago History Museum
- 38. Stroll Around Grant Park
- 39. Take a History Tour of the Wrigley Building and Tribune Tower
- 40. Head North to Montrose Beach
- 41. Take an Architecture Cruise on the Chicago River
- 42. Spend a Rainy Day at Garfield Park Conservatory
- 43. Enjoy an Afternoon at the Chicago Children’s Museum
- 44. Bring Your Kids to Maggie Daley Park
- 45. Tour the Chicago Theatre
- What is Chicago known for?
- What are some good shopping areas in Chicago?
- How do I get around Chicago?
- What are some of the most popular tourist attractions in Chicago?
- What are some good places to eat in Chicago?
- Most significant landmark – Millennium Park
- Best free activity – Lincoln Park Zoo
- Best activity for kids – Shedd Aquarium
- Activity for adults – Garfield Conservatory
- Best food – Deep dish pizza
- Best all-around activity – Lake Michigan tour
- Best place to stay – Kimpton Gray Hotel Chicago
Things to Do in Chicago, Illinois
1. Check Out Millennium Park
If you’re in Chicago, make sure to see Millennium Park. This public park in downtown Chicago is one of the most visited places in the city. Visitors flock here for photos while locals come by for events like Broadway in the Park or Chicago Symphony Orchestra special concerts.
The giant reflective sculpture known as Cloud Gate or The Bean and the Crown Fountain by Jaume Plensa are the most visited tourist attractions in Millennium Park. Plus, during the wintertime, you can ice skate here or visit the city’s Christmas tree.
The Chicago Jazz Festival is one of the most iconic jazz festivals in the United States and is in the heart of Millennium Park. It is a free event every year in late August or early September. Jazz has a significant history in Chicago, which is recognized by the festival that celebrates acclaimed artists and up-and-comers.
Like the Statue of Liberty for New Yorkers, Millennium Park is a similar figure for Chicagoans. We generally don’t go out of our way to come here unless people visit from out of town or an event happens.
2. Take Photos of the Chicago Skyline
The city skyline in Chicago is one of the most famous in the world, and for good reason. Chicago architecture and the design of the city are truly unique and iconic. With the Chicago River running through the skyscrapers, you’ll be hard-pressed not to find a gorgeous view from any angle.
Chicago’s skyline has been featured in countless movies and TV shows, making it iconic. The best way to get a good view of the Chicago skyline is from one of the many observation decks in the city, such as the Willis Tower or 360 Chicago. Or if you are out by Shedd Aquarium, the view of the city from the walkway near the aquarium is one of the best.
You can even cruise on Lake Michigan or the Chicago River to get an up-close and personal view of the skyline. If you want to enjoy the skyline during your stay, check out the Radisson Blu at the Aqua Building or the historic Chicago Athletic Association.
See Related: Places to Visit in Your 20s in the US
3. Get Wild at Lincoln Park Zoo
Address: 2400 N. Cannon Drive, Chicago, IL 60614
Lincoln Park Zoo is one of the oldest zoos in North America. Founded in 1868, this free Chicago zoo is home to over 1,200 animals, which makes it an excellent place to visit with children. Especially at Christmastime, when the zoo does its annual ZooLights event, there’s never a bad time to visit.
With its restaurants, cafes, and food stands throughout the zoo, it’s easy to spend an entire day here. It is one of my favorite spots in the city to bring visitors, especially my friends with little kiddos in tow.
The Lincoln Park Zoo also offers educational programs and events throughout the year, making it a great way to learn more about the animal kingdom. Those seasonal events include beer, wine, and cocktail-focused programs for zoo-loving adults around the city.
Staying in the neighborhood is a piece of cake, too. Near the zoo is the charming, European-style Villa D’Citta. This cozy B&B is a brief walk from other Lincoln Park establishments, plus it’s in a great, central location to access other areas of the city.
4. Visit the Museum Campus of Chicago
Address: 337 E Randolph St, Chicago, IL 60601
Are you looking for a unique way to experience the cultural and educational offerings of the Windy City? The Museum Campus of Chicago is one of the city’s most popular tourist destinations on the lakefront at Grant Park. Unsurprisingly, this is where you’ll find many Chicago museums.
The campus is home to the Adler Planetarium, The Shedd Aquarium, the Field Museum of Natural History, and Soldier Field. If you’ve never seen Shedd or the Field Museum, be prepared to be wowed. These buildings are works of art containing some of the best exhibits in the country.
You may be surprised to see some of the architecture around the campus in Chicago. They look like they’ve been transported from elsewhere in the world. We’re so proud to be home to so many incredible museums all in one place.
See Related: Best Museums in the US to Visit
5. The Field Museum of Natural History
Address: 1400 S Lake Shore Dr, Chicago, IL 60605
The Field Museum of Natural History is one of Chicago’s most popular tourist destinations and probably the country’s best natural history museum. It is home to some of the world’s most impressive natural exhibits, with over 4.6 billion years of history on display.
Commonly referred to as The Field Museum, this space also features special exhibits on Ancient China, the Qing Dynasty, an interactive fossil lab where visitors can learn about dinosaurs and other ancient creatures, and Dioramas Hall, which features realistic recreations of worldwide habitats.
In addition to these displays, there are also rotating temporary exhibitions on topics ranging from climate change to wildlife conservation. Plus, nighttime events bring the museum to life in new ways for locals who have been here countless times – like Dozin’ with the Dinos, including a museum sleepover!
The Field Museum is a great place to learn about the history of our planet and the various cultures that have inhabited it. With so much to see and do, the Field Museum will surely please everyone in the family.
6. Cloud Gate at Millennium Park
Address: 201 E Randolph St, Chicago, IL 60602
The star of Millennium Park is, undoubtedly, the enormous public sculpture by Anish Kapoor. Cloud Gate was created in 2006 by the artist and is known as “The Bean” because it resembles a bean. Its round arch includes 161 reflective stainless steel plates that people love taking selfies in front of.
This sculpture is hugely popular with tourists. It has also been used as the backdrop for various fashion shoots and television commercials. In 2012, Cloud Gate was surveyed as part of the Art in Chicago Public Art Survey and now even has a sibling sculpture in New York City. It is also a popular spot for many of the city’s best walking tours.
Although Cloud Gate is the star attraction of Millennium Park, there are other things to appreciate here as well. If you visit Millennium Park in the summertime, expect to wait a while to get your photo with Cloud Gate if you want a certain angle. Crowds around the sculpture are always huge in the summer.
My favorite accommodation downtown, which is beyond luscious for any traveler, is the Kimpton Gray Hotel. Housed in a historic building, the Kimpton Gray is chic, right by some of the city’s theaters that host touring shows, and right in the heart of downtown.
7. Take a Boat Cruise on Lake Michigan
Lake Michigan is one of the five Great Lakes of North America and the only one in the United States. It is 1,333 feet (406 m) deep at its deepest point. While it is a lake, visitors are often astounded at its size. But something you have to know about Chicago is that Chicagoans love Lake Michigan.
Many Chicago marinas and tour companies offer boat cruises, as well as other excellent water activities in Chicago. Swimming, fishing, kayaking, and windsurfing are also popular at one of our many beaches.
Take a moment to unwind and relax while a captain takes you up and down the Lake Michigan shoreline, highlighting landmark buildings and examining a rich historical city.
If you want more insights into Chicago’s unique landscape, consider taking an architecture river cruise along the Chicago River, which feeds from the lake. (You read that correctly; our river runs backward from the lake.)
8. Try Chicago-Style Hot Dogs
Chicago is well-known for many things, from its Prohibition-era speakeasies to its championship sports teams. But one of Windy City’s most iconic exports is Chicago-style hot dogs.
This all-beef frankfurter is served on a poppyseed bun and topped with many toppings, including yellow mustard, onions, relish, tomato, sport peppers, and a dill pickle spear. It is not, however, ever covered in ketchup. Chicagoans have a lot of opinions about ketchup on hot dogs.
While this may sound like a mouthful, the Chicago Dog is surprisingly easy to eat – and even more delicious. So when you’re in Chicago, be sure to swing by a local hot dog stand and give this classic dish a try — don’t ask us for ketchup.
See Related: Strange Foods in America You Should Try
9. Eat World-Famous Deep Dish Pizza
Chicagoans and New Yorkers have a bone to pick with one another about pizza. New Yorkers like their easy-to-eat-while-walking thin crust while Chicagoans clamor for deep-dish. Our pizza type differs from your average pizza because it has a deep crust, usually stuffed with gooey cheese.
The deep-dish pizza was invented in the 1940s at Pizzeria Uno and has been a Chicago staple ever since. Deep-dish pizza is the way to go if you’re looking for a cheesy, filling meal. Just don’t call it a casserole to a local.
And, if you’re in Chicago, you might as well try the world-famous deep-dish pizza from Pizzeria Uno, Giordano’s, or Lou Malnati’s. Giordano’s is the best, though locals get pretty heated about whether Lou’s is better than Giordano’s or vice versa. We have a lot of strong food-based opinions.
10. The Art Institute of Chicago
Address: 111 S Michigan Ave, Chicago, IL 60603
The Art Institute of Chicago is one of the oldest and largest art museums in the United States. It was founded in 1879 in the Loop downtown, off Michigan Avenue. Chicago’s Art Institute is one of the city’s shining gems.
The Institute is a staple in the city’s cultural community, a world-class art museum with the world’s greatest collection of Impressionist Art outside of France. The Art Institute of Chicago is one of only three American museums with a Vincent van Gogh painting in their permanent collection. Some other popular exhibits at the Art Institute of Chicago include:
- Ancient Egyptian Art
- American Art
- Art of the Ancient Americas
- Asian Art
The Art Institute of Chicago is open from 10:30 a.m. to 5 p.m. Sunday through Thursday and 10:30 a.m. to 8 p.m. on Friday and Saturday. Admission is paid but free for children under 14. Grab a skip-the-line ticket to avoid the lines and make the most of your visit to this world-class art museum.
See Related: Best Walking Tours in Chicago
11. Catch a Baseball Game or Concert at Wrigley Field
Address: 1060 W Addison St, Chicago, IL 60613
The Chicago Cubs play at the second-oldest baseball stadium after Boston’s Fenway Park. Opened in 1914, Wrigley Field, often known as “Friendly Confines” after legendary Ernie Banks, is renowned for its ivy-covered outfield walls and a manually operated scoreboard.
It may be a surprise that it’s located in a residential neighborhood aptly known as Wrigleyville, surrounded by brownstone townhomes, rooftops, bars, and restaurants.
During baseball season, visiting fans can watch as the Cubs battle it out with their opponents—or enjoy some hotdogs and beer while soaking up the atmosphere of this legendary stadium.
Besides baseball, Wrigley Field also hosts concerts for popular music artists. Previous performers have included Paul McCartney, The Rolling Stones, Lady Gaga, Bruce Springsteen, and Elton John. If you are in Chicago during summer, check out the concert schedule and catch a game or two at this historic ballpark.
If you aren’t up for a game, you can take a guided tour of Wrigley Field. On non-game days, tours include the press box, bleachers, locker rooms, dugouts, and sometimes (not always) a chance to walk on the baseball field.
12. John Hancock Center
Address: 875 N Michigan Ave, Chicago, IL 60611
The John Hancock Center is a 100-story Chicago skyscraper, one of the world’s tallest buildings, and the ninth-tallest building in the United States. It was officially renamed 875 North Michigan Avenue in 2018.
Though just like with Willis Tower, which we still refer to as Sears Tower, Chicagoans still call it The John Hancock. The center’s 360 Chicago observation deck is on the 94th floor of the building and provides panoramic views over the city.
The view deck climbs 1,390 feet, allowing visitors to see four neighboring states, including Indiana and Wisconsin. After spending time in the John Hancock observatory areas, you can also relax at the bar while watching the sunset.
Several chain restaurant locations are at the base of the building, including The Cheesecake Factory and Benihana. You’re also just a few blocks from The Art Institute since 875 North Michigan Avenue is in the heart of downtown Chicago.
See Related: Best Family Vacations on a Budget
13. Witness World-Renowned Theater
Address: 175 N State St, Chicago, IL 60601
Whenever people ask me why I chose Chicago over New York as a theater writer and lover, I tell them Chicago is where great theater is born. Chicago is home to over 200 theater companies and, year after year creates some of the grittiest theatrical work in the world.
Whether you’re seeing an outstanding performance at the iconic Chicago Theatre, bopping to Broadway at the Cadillac Palace Theatre, or experiencing the classics at Chicago Shakespeare Theater, you’re seeing the best of Chicago. Their storefront scene is what makes our theater truly special.
Chicago’s storefront theaters truly set us apart from theater anywhere else. These intimate spaces, sometimes only inches from the performers, will give you a whole new perspective on life.
So, while The Den down in Wicker Park or the Tony Award-winning Court Theatre in Hyde Park might be small compared to the Chicago Theatre, they are still mighty.
14. Frolic in the Sand at North Avenue Beach
Address: 1600 N Lake Shore Dr, Chicago, IL 60613
You might be surprised that one of the best things to do in Chicago in the summertime is hanging out at the beach. North Avenue Beach is one of the most popular beaches in Chicago and a great place to enjoy the sun, swim, and relax.
This beach offers many activities, including jet skiing, parasailing, kayaking, and more. If relaxation is more your speed, no worries; you can rent lounge chairs on the water’s edge to kick back and soak up some sun without any distractions.
The beach is easily reached from downtown Chicago, just a few blocks north of the Magnificent Mile. Once there, you’ll find plenty of space to spread your towel and relax in the sun.
If you want to cool off, North Avenue Beach has a designated swimming area with a lifeguard on duty. And when you’re ready to grab a bite to eat or drink, there are plenty of options along the beach.
15. Dine in the Ultimate Chicago Skyline Experience at The Signature Room
Address: 875 N Michigan Ave, Chicago, IL 60611
If you’re looking for an incredible place to enjoy a drink and a fantastic view of Chicago, the Signature Room at the 95th is definitely worth a visit. Located on the 95th floor of the former John Hancock Center, the Signature Room offers an unparalleled 360-degree view of the city.
The atmosphere is upscale but relaxed, perfect for a date night or happy hour with friends, though they have a business casual dress code. They request no gym shoes, beachwear, or ripped jeans; shorts and sandals are prohibited at dinner. However, The Signature Lounge at the 96th is more casual.
In addition to an impressive selection of cocktails, the Signature Room offers an extensive menu of small plates and entrees.
16. Visit the Spirit Statue and Catch a Game at the United Center
Address: 1901 W Madison St, Chicago, IL 60612
The Spirit is a statue of Michael Jordan located on the Near West Side outside the United Center. Unveiled on November 1, 1994, the Spirit Statue has since become one of the most recognizable landmarks in Chicago. Jordan’s bronze and granite statue is a must-see for any fan of Chicago’s legendary basketball player.
The Spirit statue is situated in the plaza and was introduced by Jerry Reinsdorf, the Chicago Bulls and Chicago White Sox owner. The plaza is located just outside the main entrance to the United Center, and it is a popular spot for fans to take pictures before or after Bulls games.
At the base, the statue has a quote from the film A River Runs Through It: “At that moment, I knew, surely and clearly, that I was witnessing perfection. He stood before us, suspended above the earth, free from all its laws like a work of art, and I knew, just as surely, that life is not a work of art and that the moment could not last.”
17. The Historic 63rd Street Beach
Address: 6300 S. Lake Shore Dr, Chicago, IL 60637
The 63rd Street Beach is one of the oldest beaches in Chicago, established in 1913. It’s a popular spot for destination weddings and other special events. The 63rd Street Beach House is a historical landmark and features an auditorium, gymnasium, as well as public locker rooms.
The beach is also great for swimming, sunbathing, and picnicking. Visitors can also enjoy fishing, volleyball, and basketball. It’s simply the perfect place to enjoy the breathtaking views of Lake Michigan.
Visitors can also use non-motorized water vehicles on the beach’s southern end. That includes canoes, kayaks, and paddleboards. Although it can be busy in the summer, it’s often less crowded than North Avenue. This is definitely one of the lesser-known things to do in Chicago.
18. Take in the Chicago Food Truck Scene
Chicago is a food lover’s paradise, and one of the best ways to experience the city’s culinary scene is to check out the food trucks.
Chicago’s food trucks offer various cuisines, from hot dogs and pizza to Vietnamese and Mexican. And Chicagoans love their food trucks – you’ll often see long lines at popular trucks like Chicago Lunchbox and Tamale Spaceship.
You’ll find most of the food trucks in Chicago’s downtown Loop area, though they disperse elsewhere throughout the week. Other areas that food trucks love are neighborhoods like Hyde Park and Lincoln Park.
If you’re looking to experience the best of Chicago’s food truck scene, be sure to check out the Chicago Food Truck Fest. Held annually in June, the fest features some of the city’s best food trucks, as well as live music and entertainment. It’s the perfect way to sample the best of what Chicago offers.
19. The Amazing Concerts at Hyde Park
From the Hyde Park Jazz Festival to Summerfest, this neighborhood is always alive with arts and culture. Major events like the festivals aside, there are smaller community concerts that give you a real glimpse into the spirit of Hyde Park.
For example, the concerts at Rockefeller Chapel and Bond Chapel at the University of Chicago are not to be missed. Often, in the classical vein, you can hear students and professionals fill the chapels with musical serenity. It’s also the perfect excuse to experience the stunning beauty of the chapels.
Chapel concerts are held in the summer and are free for the public. You should explore this incredible neighborhood when you’re finished listening to music anywhere in Hyde Park. Find out why many artists and Nobel Prize winners have called it home.
Address: 600 E Grand Ave, Chicago, IL 60611
Navy Pier is a stunning landmark along the lake In Chicago. It’s a great place to visit for tourists and offers a wonderful view of the city’s skyline. This 3300-foot pier juts into Lake Michigan and features various activities such as carnival rides, fireworks shows, boat tours, and sightseeing cruises.
There are also many cultural programs available at Navy Pier, as well as amazing food options, making it one of the most fun things to do in Chicago with kids. If you want something even more exciting, ride the Centennial Wheel for panoramic views of downtown Chicago. There are plenty of attractions for children and adults, as well as delicious food choices.
A visit to Navy Pier wouldn’t be complete without a stop at one of the many restaurants and shops inside the pier building. Navy Pier is a must-see if you’re searching for a romantic destination. You can even see a show at Chicago Shakespeare on the pier.
If you’re looking for a place to stay along Navy Pier, the lovely Sable at Navy Pier Chicago is your best option. This hotel has some of the best views of the lake of any accommodation in the city. After all, you’re right on the water!
21. See the Fishes at Shedd Aquarium
Address: 1200 S Dusable Lk Shr Dr, Chicago, IL 60605
Shedd Aquarium is located on the shores of Lake Michigan and is one of the world’s largest indoor aquariums. It was founded in 1930 and built as Neptune’s Temple in the style of a Grecian temple. If the architecture reminds you of The Field Museum, that makes sense since the same firm designed them.
Its tanks house over 32,000 animals from over 1,500 species, including sharks, jellyfish, sea horses, penguins, and more. With its octagonal original floor plan, this historic aquarium is one of the most open aquariums you’ll ever experience. It is one of Chicago’s finest institutions and is a favorite among Chicagoans.
Plus, visitors can get up close with animals during encounters like Stingray Touch or Penguin Encounters! You can even feed the stingrays or touch sturgeon and sea stars! Plus, who wouldn’t want to meet a penguin?
22. Check Out Sweet Mandy B’s Cupcakes
Addresses: 1208 W Webster Ave and 254 E Ontario St
Sweet Mandy B’s Cupcakes is a must-visit for anyone in the area. The cupcakes are old-fashioned and homemade, and the shops have bright, colorful décor to attract children. In addition to the great taste and fun atmosphere, Sweet Mandy B’s offers various flavors and toppings.
They currently have two locations—one in Lincoln Park off Webster Ave and the other in the Streeterville neighborhood on Ontario. If you’re staying downtown, the Streeterville location will likely be closest.
23. Indulge in the Chicago Diner Scene (Especially the Shakes)
Out-of-towners may think Chicago is most recognized for its architecture, deep-dish pizza, and meat-heavy cuisine. What many visitors to the Windy City are unaware of, though, is our city’s fantastic diner scene.
While there are many great options, The Chicago Diner is a must-visit for anyone looking for a delicious, hearty meal. The Chicago Diner is an all-vegetarian establishment, which may come as a surprise to some. However, what they lack in the meat, they more than make up for in flavor.
Other diners all over the city have equally incredible offerings, especially on the ice cream treat front. Lickety Split is my personal favorite. They serve custard, which you’ll find all over the Midwest.
Custard has a richer consistency and flavor than ice cream because it’s made with eggs, and Midwesterners love custard.
24. Shop and Dine Along the Magnificent Mile
The Magnificent Mile is a haven for most recognizable landmarks in Chicago, like Tribune Tower and the Wrigley Building. This stretch of Michigan Avenue along the Chicago River is known for its upscale stores, iconic landmarks, and stunning views.
The Magnificent Mile is a six-block stretch of Michigan Avenue in downtown Chicago. Some of the shops you’ll find on the Magnificent Mile include high-end retailers like Saks Fifth Avenue and Neiman Marcus and more budget-friendly stores like H&M and Uniqlo.
Along the Magnificent Mile, you’ll find 275 eateries and over 450 retail stores, ranging from flagship locations for Nike and Zara to some of the Windy City’s most well-known boutique shops. You could even wander along the riverwalk along the Chicago River in summer to take in the beautiful river scenes.
25. See the Chicago Bears at Soldier Field
Address: 1410 Special Olympics Dr, Chicago, IL 60605
Soldier Field is a football stadium located on the South Side of Chicago. No trip to Chicago would be complete without catching a game of the Chicago Bears — until 2033, when the team will likely leave for their new home in Arlington Heights. This iconic football team has been playing since 1919 and is one of the oldest teams in NFL history.
Soldier Field is one of the Windy City’s most famous landmarks and was built to promote sports in the area. The stadium has a capacity of more than 100,000 people and has hosted several concerts, thrill shows, fireworks shows, and other events.
If you’re looking for a fun thing to do in Chicago, look at potential events and tickets for a show at Soldier Field. It’s a marvelous stadium that offers excellent views of Windy City.
26. Take a Photo Break at Buckingham Fountain
Address: 301 S Columbus Dr, Chicago, IL 60605
The centerpiece of Grant Park is the Grant Garden, which provides stunning city vistas. One of the must-see attractions in Grant Park is Buckingham Fountain, an awe-inspiring Chicago landmark located at the park’s center. Folks can forget it exists, but seeing it is one of my favorite things to do in Chicago with out-of-towners.
Built in 1927, this fountain was designed by Edward Bennett and financed by Kate Sturges Buckingham as a memorial to her brother. It features four sets of sea horses representing Lake Michigan and the four states bordering it (Illinois, Wisconsin, Indiana, and Michigan) and an impressive central jet that shoots water 136 feet into the air every hour.
The Buckingham Fountain was erected in Georgia pink marble in 1928 and is almost 8 meters tall, with more than 200 jet engines measuring 85 meters across. There’s no better way to get a panoramic view of Grant Park than from Buckingham Fountain.
See Related: Bucket List Places to Visit in the US
27. Marvel at the DuSable Bridge
Address: 333 Michigan Ave, Chicago, IL 60601
The DuSable Bridge, formerly known as the Michigan Avenue Bridge, is a bascule, or moveable bridge, linking Chicago’s north and south sides over the Chicago River.
This bridge is also one of the top things to see in Chicago because you get incredible views of the river from it and an artistic representation of the city’s history.
DuSable Bridge is a magnificent architecture built by the best engineers of its time, especially due to its mechanical power. It is built in the Beaux Arts style, much like the 1909 plans for Chicago, which were largely Parisian. The bridge is meant to mirror the aesthetic of the Alexander III Bridge in Paris.
The bridge’s four houses on each corner showcase a different momentous time in Chicago’s history. These houses depict the arrival of James Marquette and Louis Joliet, first settlers Jean Baptiste Point du Sable and John Kinzie, The Battle of Fort Dearborn, and the city’s rebuilding after the Chicago Fire of 1871.
See Related: Do You Need a Car in Chicago?
28. Visit the Book Cellar
Address: 4736 N Lincoln Ave, Chicago, IL 60625
The Book Cellar is a community-based, independent bookstore in Chicago that has been around for over twenty years. It’s located in the heart of the Lincoln Park neighborhood, and it’s definitely worth a visit if you’re in the area.
The Book Cellar has an extensive selection of new and used books and hosts various events, including readings, signings, and discussions. There are so many genres of books at this beloved Lincoln Park institution that you will have to try not to find something to your liking.
In addition to being a great place to find your next read, the Book Cellar is also home to a cozy cafe, so you can enjoy a cup of coffee or tea while you browse the shelves.
29. Try an Italian Beef Sandwich
We’ve already dedicated much time to Chicago’s food scene, but we aren’t done. We haven’t even talked about Italian beef yet! Italian beef is a sandwich from Chicago, made of thinly sliced roast beef simmered in a seasoned broth and served on an Italian roll or Italian-style bread.
The sandwich’s creation is often attributed to Italian immigrants who settled in Chicago’s Little Italy in the early 1900s. Italian immigrants were known for bringing their culinary traditions with them when they settled in new areas, and the Italian beef sandwich is thought to be a product of this migration.
The sandwich became popular among Italian-American immigrants as a way to stretch their meager food budgets and soon became a favorite among the wider population of Chicago. Today, the Italian beef sandwich is a staple of the city’s food culture and can be found at most restaurants, cafes, and delis.
30. Experience the Museum of Science and Industry
Address: 5700 S Dusable Lake Shore Dr, Chicago, IL 60637
The Chicago Museum of Science and Industry is one of the largest science museums in the world. With over 35,000 artifacts on display, it is a veritable feast for the eyes of technology lovers and history buffs alike. The museum is dedicated to inspiring the inventive genius in all of us, and it certainly succeeds in this goal.
Plus, the building itself is a historic artifact. This is one of the remaining pieces, originally built for the 1893 World’s Fair in Chicago as the Palace of Fine Arts. It housed all kinds of artwork during the fair, which is ironic now that it houses scientific discoveries instead.
From its world-famous Hindenburg exhibit to hands-on learning labs, the Museum of Science and Industry is a must-visit for any Chicago traveler curious about the world around them.
31. Reach for the Stars at Adler Planetarium
Address: 1300 S Dusable Lk Shr Dr, Chicago, IL 60605
Adler Planetarium is a world-renowned astronomical museum on Lake Michigan’s shores. The Adler Planetarium houses three theaters, a vast collection of scientific instruments, and enough exhibit space to accommodate large-scale exhibitions. Adler Planetarium allows visitors to explore our universe through numerous interactive exhibits.
It was founded in 1930 by astronomer Max Adler as part of The Century Of Progress International Exposition World’s Fair celebration honoring Chicago’s centennial anniversary, and it’s been teaching people about astronomy ever since.
The Adler is one of the few places where visitors can see planets, stars, and galaxies up close and offers an array of educational programs that will enlighten and entertain visitors of all ages.
You can explore space topics like black holes and galaxies or take a virtual field trip through our solar system in the Grainger Sky Theater. This planetarium is one of the most unique things to do in Chicago, especially for anyone interested in astronomy or space exploration.
32. Experience the Stunning Chicago Cultural Center
Address: 78 E Washington St, Chicago, IL 60602
The Chicago Cultural Center is a hub for various cultural events, including art exhibitions. The two beautiful stained-glass domes and galleries attract the most visitors here, which makes the hall look magnificent. If you plan to organize an event in Chicago, the Chicago Cultural Center will be your best choice.
When it opened in 1897, the cultural center became the country’s first free municipal cultural center. It also was designed in the neoclassical style with touches of Italian Renaissance. It is truly one of the most beautiful spots in the city.
It is free to visit and is open daily from 10 am to 5 pm. Holidays are the only days the museum is closed. Though you could spend all day gazing at the art around the center, this is also a spot you could visit in just an hour.
33. Enjoy the Chicago Lakefront Trail
Chicago’s Lakefront Trail is one of the city’s most popular attractions. The 18.5-mile linear park offers stunning views of Lake Michigan and a variety of activities for visitors to enjoy.
Because it runs so far through the city, dodging through different neighborhoods, it offers easy access to some of the best the Windy City offers. It’s best visited during the warmer months, though be careful if it’s a very windy day. Getting smacked in the face by lake water mist at a high speed hurts!
And if you’re visiting Chicago during the summer, be sure to cool off with a swim on one of the many beaches along the trail.
34. The Chicago Water Tower
Address: 806 Michigan Ave, Chicago, IL 60611
The Chicago Water Tower is one of the best-known landmarks in the Windy City. Built between 1867-1869 in the Gothic Revival Style, it was initially designed to house a large water pump that drew and regulated water from Lake Michigan.
The Water Tower was one of the buildings that survived the Chicago Fire and became the most iconic of the surviving structures.
Today, the Water Tower is home to an art gallery called The City Gallery and is a popular tourist stop. It is a small gallery, but it’s well worth a visit on any Chicago itinerary. Even if it’s just to explore the historic building.
Visitors can enjoy stunning city views from the top of the tower, and the gallery features a rotating selection of artwork from local artists. Together, the Water Tower and City Gallery are must-see Chicago attractions for anyone visiting, especially if you’re downtown.
35. Visit the University of Chicago
Address: 5801 S Ellis Ave, Chicago, IL 60637
The University of Chicago is one of the world’s premier research universities, offering an education combining the best American and German systems. The University was founded in 1890, and since then, it has been at the forefront of intellectual inquiry. Some of its notable alumni include Thomas Sowell, Roger Ebert, Carl Sagan, and Marilu Henner.
Today, the University offers programs in nearly every field of study, making it one of the best places to get a comprehensive education. If you plan to study abroad, the University of Chicago should definitely be on your list of schools to consider.
What makes the University of Chicago such an exciting place to visit is that its architecture has such a wide range of aesthetics. The campus reflects the school’s varied specialties. You can even take a walking tour of the campus to learn more about the campus and its incredible beauty.
See Related: Most Famous Landmarks in the USA
36. See the City from Above at Willis Tower
Address: 233 S Wacker Dr, Chicago, IL 60606
Willis Tower, formerly known as the Sears Tower, is one of Chicago’s most iconic landmarks. Standing 110 stories tall, it was once the tallest building in the world, though dozens of skyscrapers now hold titles above it. But it’s still pretty remarkable today as it towers tall over Chicago.
Chicagoans still call Willis Tower by its old name, Sears Tower, because we haven’t gotten over the name change. Willis Tower is best known for the Skydeck Chicago, which offers visitors 360-degree city views. On a clear day, you can see up to 50 miles away from the Skydeck.
The Skydeck is also home to the popular Ledge, a glass-enclosed balcony extending four feet outside the building, offering visitors a truly unique and thrilling experience. If you’re looking for an unforgettable view of Chicago, add the Willis Tower to your list of places to visit in the Windy City.
37. Get to Know the City at the Chicago History Museum
Address: 1601 N Clark St, Chicago, IL 60614
Chicago’s history is rich and fascinating, and there’s no better place to learn about it than the Chicago History Museum. It is the city’s oldest cultural institution since the Chicago Historical Society’s original museum came about in 1856.
Unfortunately, that original museum was a victim of the Chicago Fire, and the society suffered a second fire that destroyed much of its remaining collections.
Although missing much of the original collection, the museum features exhibits on various topics, from the city’s role in the American Revolution to the Great Chicago Fire. Some of their permanent collections include Chicago: Crossroads of America, Lincoln’s Chicago, and Facing Freedom in America.
There’s also a large collection of artifacts on display, including pieces from the 1893 World’s Exposition.
38. Stroll Around Grant Park
Address: 337 E Randolph St, Chicago, IL 60601
As far as cities go, Chicago is very green since we have so many gorgeous parks. Grant Park is one of the most beautiful outdoor spaces we have. This expansive city park is home to several world-renowned festivals, including Lollapalooza and the Taste of Chicago.
Nicknamed Chicago’s Front Yard, Grant Park is also a great place to stroll around and take in the sights and sounds of the city. The more than 300 acres of lush landscaping and towering skyline provide a welcome respite from the hustle and bustle of downtown Chicago.
Grant Park is so large that the Museum Campus and Art Institute reside on park property. The park has so much acreage that you may not even realize you’re there while visiting. Just be sure you stop by to see Buckingham Fountain while you’re here. It’s a must!
39. Take a History Tour of the Wrigley Building and Tribune Tower
Address: 400-410 Michigan Ave and 435 N Michigan Ave
Begin your journey at the historic Tribune Tower. Former home to The Chicago Tribune newspaper turned condos and retail space, this stunning example of Gothic architecture has long since been part of Chicago’s skyline. Built between 1923 and 1925 along the Chicago River, this monumental behemoth is only steps from the Chicago Riverwalk.
Across the street from the tower is the Wrigley Building – look for its two towers connected by an archway. This building and Wrigley Field tell you that Wrigley Gum is a Chicago success story. William Wrigley Jr. started out selling soap and baking powder in 1891.
But a year later, Wrigley started packaging gum as a marketing gimmick for its original products – soon, Wrigley Gum made the Wrigley family quite wealthy.
This elaborate white terra cotta building, built between 1920 and 1924, once housed Wrigley headquarters. The building is home to various companies, while the ground level houses Walgreens, Peet’s Coffee, and other retail businesses.
40. Head North to Montrose Beach
Address: 4400 N Lake Shore Dr, Chicago, IL 60640
Montrose Beach is located along the northern shoreline of Lake Michigan near Uptown, Chicago. This beautiful beach stretches for nearly two miles and has plenty of space for relaxing or participating in sand volleyball or soccer.
The beach also features concessions where visitors can conveniently purchase food, drinks, and restrooms. Montrose Beach is a great spot for families looking to spend a day outdoors because it also includes playgrounds for kids.
Besides the recreational area of the beach, south of that part is a migratory bird refuge. This area, known as Montrose Point, is a wonderful place for bird-watching.
Over 300 species of birds have been recorded as visiting the refuge. Piping Plovers are famous visitors to the area and bring tons of visitors to see them when they migrate during mating season.
See Related: Beaches in the US to Visit
41. Take an Architecture Cruise on the Chicago River
The architecture of Windy City is one-of-a-kind and truly historic. Chicago has everything from immense Art Deco beauties to towering modern skyscrapers. Take a cruise down the Chicago River to get a unique view of some of the most famous buildings in the city. The cruise will pass by some of the city’s iconic skyscrapers, like the Willis Tower.
You’ll also get an up-close look at some of Chicago’s beautiful bridges and other architectural gems along the way. Enjoy learning about the history and stories behind these structures while taking in this incredible water view.
Visitors walking the Chicago Riverwalk wave as architecture river cruise boats pass by. You’ll see tons of boats on the Chicago River because several cruise companies are in the city. You can enjoy the sights during sunset, with brunch, or just a casual no-frills history cruise.
42. Spend a Rainy Day at Garfield Park Conservatory
Address: 300 N Central Park Ave, Chicago, IL 60624
Visiting Garfield Park Conservatory is a great way to spend your day. This conservatory has showcased flora’s wonders to the public since 1908.
The botanic garden has lush greenery, colorful flowers, and exotic plants worldwide. The conservatory also features seasonal displays, such as the Orchid Show or holiday-themed decorations, making it a popular attraction throughout the year. It’s especially great for escaping Chicago winters.
There are plenty of activities to keep visitors entertained, such as educational programs, art exhibits, and other special events.
43. Enjoy an Afternoon at the Chicago Children’s Museum
Address: 700 E Grand Ave, Chicago, IL 60611
The Chicago Children’s Museum is one of the coolest museums to visit with kids. The museum is located at Navy Pier and offers many interesting exhibits for children and adults. From interactive play areas to educational activities, there’s much to explore and experience at the Chicago Children’s Museum.
Some of their fan-favorite exhibits include the climbing Cloud Buster, Play It Safe, and Kids Town. There are even activities for the tiniest learners with things appropriate for babies and toddlers.
The museum also offers a range of special events throughout the year, such as family workshops and kid-friendly movie screenings. With so many things to do with kids, the Chicago Children’s Museum will surely be a great day out for all ages.
44. Bring Your Kids to Maggie Daley Park
Address: 337 E Randolph St, Chicago, IL 60601
Maggie Daley Park is a great place to bring your kids for some outdoor activities. It is part of the larger Grant Park and has many recreational opportunities. Kids can explore the park’s unique features, such as an ice-skating ribbon, a climbing wall, two playgrounds, and more.
Although there is so much for families to do together, the park is free with no admission costs. It is open until 9 p.m. each day. However, guests under 18 must be with an adult if at the park after 6 p.m.
There are also plenty of picnic areas for families to utilize. The park also offers educational programs about nature, science, and more. Maggie Daley Park is a great way to spend time with your family while visiting Chicago.
45. Tour the Chicago Theatre
Address: 175 N State St, Chicago, IL 60601
The Chicago Theatre is one of the city’s most iconic landmarks and a great place to visit. Built in 1921, this historic theater is still a popular destination for locals and tourists looking to see a show. The original lavish movie palace set the bar for all other movie palaces.
Designed in the French Baroque style, the exterior of the Chicago Theatre features a miniature replica of Paris’ Arc de Triomphe. The theater’s interior design is also something special to experience – with its ornate ceiling, grand chandeliers, and luxurious decor, it’s easy to feel transported back in time when you step inside.
The theater still showcases some of the world’s greatest minds and talents. Its first few decades featured performers such as John Phillip Sousa, Duke Ellington, and Benny Goodman. So why not tour this incredible piece of Chicago and American history?
What is Chicago known for?
Chicago is a major city in the United States, celebrated for its rich cultural heritage and striking architecture, especially its iconic skyscrapers. Located along the shores of Lake Michigan, it features lively music scenes and a passional professional sports culture.
The city is famed for culinary delights like deep-dish pizza and unique hot dogs. The city’s diverse neighborhoods further enhance its reputation as a cultural melting pot.
What are some good shopping areas in Chicago?
Some of the best shopping areas in Chicago include The Magnificent Mile, State Street, Wicker Park, and Logan Square.
How do I get around Chicago?
The best way to get around Chicago is by using public transportation. The Chicago Transit Authority (CTA) operates the city’s bus and train system. You can purchase a Ventra Card, which allows you to use the CTA buses and trains at any CTA station.
If you plan to take the train frequently, you may want to purchase a 7-day or 30-day pass. The Ventra app also works on card-reading terminals, so you no longer have to buy a physical pass. There are even a few Chicago River ferries as well.
What are some of the most popular tourist attractions in Chicago?
Some of Chicago’s most popular tourist attractions include Millennium Park, Navy Pier, The Art Institute of Chicago, The Field Museum, and Shedd Aquarium. The Chicago Riverwalk along the downtown Chicago River is also a popular spot for photos and relaxing.
What are some good places to eat in Chicago?
Some good places to eat in Chicago include Al’s Beef, Portillo’s, Giordano’s, Lou Malnati’s Pizzeria, and The Purple Pig.
- About the Author
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Kyle Kroeger is the Founder and Owner of ViaTravelers.com. He is a full-time traveler and entrepreneur. Kyle started ViaTravelers.com to help travelers experience a fully immersive cultural experience as he did initially living in Italy. He’s a converted finance nerd and Excel jockey turned world wanderer (and may try to get lost on purpose). After visiting 12 countries and 13 national parks in a year, he was devoted to creating and telling stories like he’d heard.
Plus, after spending more time on airplanes and packing, he’s learned some incredible travel hacks over time as he earned over 1 million Chase Ultimate Rewards points in under a year, helping him maximize experiences as much as possible to discover the true meaning of travel.
He loves listening to local stories from around the world and sharing his experiences traveling the globe. He loves travel so much that he moved from his hometown of Minneapolis to Amsterdam with his small family to travel Europe full-time.