10 Best Things to Do in Chicago (2025)

Chicago is a vibrant destination located along the shores of Lake Michigan. It is renowned for its stunning architecture, rich history, deep-dish pizza, and world-class museums—this city offers a diverse array of experiences for visitors.

Whether you’re an art lover, foodie, sports enthusiast, or history buff, Chicago has something for everyone. This article is a detailed guide on the top activities to do in Chicago during your visit.

Top Things to Do in Chicago

While in Chicago, you can:

1. Explore iconic landmarks and attractions

Chicago’s skyline is a masterpiece, and its landmarks are a must-see for anyone visitor. These attractions include:

• Willis Tower (formerly Sears Tower): Experience breathtaking views from the Skydeck and step onto The Ledge, a glass box extending from the 103rd floor.
• 360 Chicago Observation Deck: This is located in the John Hancock Building and it offers panoramic views and the thrilling TILT experience.
• Millennium Park: Home to the iconic Cloud Gate sculpture (“The Bean”) and beautiful green spaces.
• Buckingham Fountain: One of the largest fountains in the world, offering beautiful water shows.
• Navy Pier: A hub for entertainment, dining, and boat tours, complete with a Ferris wheel.

2. Immerse yourself in Chicago’s art and cultural scene

Chicago is a cultural haven with world-class museums and galleries. These include:

• Art Institute of Chicago: Home to an impressive collection of masterpieces, including works by Van Gogh, Monet, and Grant Wood.
• Museum of Contemporary Art: Features cutting-edge exhibitions and installations.
• Field Museum: Discover the wonders of natural history, including Sue, the largest and most complete T. rex ever found.
• Museum of Science and Industry: Perfect for families, this museum offers interactive exhibits and hands-on learning experiences.
• Chicago Cultural Centre: Admire its stunning architecture and rotating art exhibitions, all free to the public.

3. Indulge in Chicago’s food scene

Chicago’s culinary landscape is legendary, offering a mix of iconic dishes and innovative cuisine.

• Deep-Dish Pizza: Try the famous deep-dish at Giordano’s, Lou Malnati’s, or Pequod’s Pizza.
• Chicago-Style Hot Dogs: These hot dogs are a must-try at Portillo’s or Superdawg.
• Fine Dining: Explore Michelin-starred restaurants like Alinea, Smyth, and Oriole.
• Ethnic Cuisine: Visit Pilsen for Mexican flavors, Devon Avenue for Indian cuisine, and Chinatown for Asian delights.
• Sweet Treats: Don’t miss Garrett Popcorn Shops for their famous caramel and cheese popcorn mix.

4. Stroll through stunning parks and outdoor spaces

Enjoy Chicago’s green spaces and scenic lakefront views at:

• Grant Park: Known as “Chicago’s Front Yard,” this park hosts music festivals and offers beautiful walking paths.
• Lincoln Park: A sprawling park with gardens, a zoo, and stunning views of Lake Michigan.
• Chicago Riverwalk: Perfect for a leisurely stroll with dining options and boat tours along the river.
• Lakefront Trail: Bike or walk along this scenic path that stretches for 18 miles along Lake Michigan.

5. Experience Chicago’s vibrant music and theater scene

Chicago’s music history is legendary, and its theater scene is thriving. You can experience the: 

• Chicago Symphony Orchestra: Enjoy classical music performances at Symphony Center.
• Blues and Jazz Clubs: Visit iconic spots like Buddy Guy’s Legends and Green Mill Cocktail Lounge.
• Broadway in Chicago: Catch a hit musical or play at one of the city’s beautiful theaters.
• Second City: Laugh your heart out at this famous comedy club that launched the careers of many top comedians.

6. Enjoy sports and recreation

Chicago is a sports-loving city with passionate fans.

• Wrigley Field: Cheer on the Chicago Cubs at this historic ballpark.
• United Center: Catch a Chicago Bulls basketball game or a Blackhawks hockey match.
• Soldier Field: Home to the Chicago Bears and various concerts.
• Water Activities: Kayak along the Chicago River or enjoy sailing on Lake Michigan.

7. Shopping extravaganza

Those who enjoy shopping will love the variety of retail options Chicago offers.

• Magnificent Mile: A premier shopping district with high-end boutiques and flagship stores.
• State Street: Home to iconic retailers and the historic Macy’s department store.
• Wicker Park and Bucktown: Explore unique shops, vintage boutiques, and indie brands.
• Fulton Market: A trendy area for artisanal goods and designer finds.

8. Take day trips to nearby attractions

Explore destinations beyond the city for a change of pace.

• Oak Park: Visit Frank Lloyd Wright’s home and studio.
• Indiana Dunes National Park: Enjoy hiking, birdwatching, and stunning beaches along Lake Michigan.
• Starved Rock State Park: Hike through beautiful canyons and waterfalls.
• Milwaukee: A short drive away, offering breweries and charming riverwalk views.

Check out: Best Hotels in Chicago with No Deposit

FAQs

What are some free attractions in Chicago?

Millennium Park, Lincoln Park Zoo, Chicago Cultural Center, and walking along the Chicago Riverwalk are fantastic free options.

Is Chicago safe for tourists?

Chicago is generally safe in tourist areas. However, like any major city, it’s essential to stay aware of your surroundings and avoid less-populated areas at night.

Conclusion

Chicago’s dynamic blend of history, culture, food, and entertainment makes it a top destination for tourists. Whether you’re marvelling at architectural wonders, indulging in culinary delights, or enjoying vibrant cultural experiences, there’s something here for every type of traveller.