Planning a trip to Chicago or looking for new ways to enjoy your own city? Chicago is famous for its world-class architecture, thriving food scene, and iconic attractions along the shores of Lake Michigan. Whether you’re visiting for the first time or you’re a local seeking something new, here are 10 of the best things to do in Chicago.
1. Take in the Views at Skydeck Chicago
Head up to the Willis Tower’s Skydeck for sweeping views of the city skyline. The glass-floored “Ledge” offers a thrilling experience 1,353 feet in the air. It’s a must-visit Chicago attraction for breathtaking photos.
2. Explore Millennium Park
No trip is complete without a stop at Millennium Park. Snap a selfie with “The Bean” (Cloud Gate), relax by the Crown Fountain, or enjoy a free concert at the Jay Pritzker Pavilion during the summer months.
3. Stroll Navy Pier
From the Centennial Wheel to boat tours and seasonal festivals, Navy Pier is one of the top things to do in Chicago. You’ll find entertainment, dining, and stunning lakefront views all in one place.
4. Visit the Art Institute of Chicago
Home to thousands of works, including Grant Wood’s American Gothic, the Art Institute of Chicago is one of the oldest and largest art museums in the U.S. It’s a cultural highlight and perfect for a rainy day in Chicago.
5. Catch a Game at Wrigley Field
Baseball fans won’t want to miss a Cubs game at the historic Wrigley Field. Even if you’re not a big sports fan, the neighborhood of Wrigleyville offers lively restaurants, bars, and energy that make it worth the trip.
6. Walk the Chicago Riverwalk
The Chicago Riverwalk is a scenic path lined with restaurants, public art, and boat tours. It’s one of the best free things to do in Chicago and offers stunning perspectives of the city’s architecture.
7. Experience Chicago’s Food Scene
From deep-dish pizza to gourmet dining, Chicago is a food lover’s paradise. Be sure to try classics like Lou Malnati’s or Giordano’s pizza, a Chicago-style hot dog, and explore top restaurants from award-winning chefs.
8. Explore the Museum Campus
Located along the lakefront, the Museum Campus is home to three of Chicago’s top attractions: the Field Museum, Shedd Aquarium, and Adler Planetarium. It’s a perfect family-friendly day trip with something for everyone.
9. Take an Architecture Boat Tour
Chicago is known worldwide for its architectural innovation. A guided boat tour along the Chicago River is one of the most popular things to do, offering fascinating insights into the city’s skyline and history.
10. Relax at the Lakefront Trail
Stretching 18 miles along Lake Michigan, the Lakefront Trail is ideal for biking, walking, or just enjoying the beach. It’s one of the best ways to experience Chicago’s natural beauty with stunning views of both the water and the skyline.
Final Thoughts
From cultural landmarks and sports traditions to world-class dining and scenic outdoor spots, Chicago has something for everyone. Whether you’re here for a weekend getaway or looking for hidden gems in your own backyard, these 10 things to do in Chicago will make your time in the Windy City unforgettable.