- Our list of the best things to do in Chicago, Illinois, features the top 598 nearby activities — including 247 great attractions with user approval ratings of 90% or more!
- Chicago, IL has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Amusement, Entertainment & Shows, and Sports & Fitness.
- The results below include the top 56 things to do within the city of Chicago, IL , followed by 542 popular activities in nearby cities, including Oak Park, Evanston, Skokie, Glenview, Lombard, Tinley Park, Des Plaines, Highland Park, Niles, Downers Grove, Glen Ellyn, Elmhurst, Elk Grove Village, Wilmette, Arlington Heights, Northbrook, Park Ridge, Schaumburg, Mount Prospect, Woodridge, Wheaton, Wheeling, Orland Park, Hammond, Addison, Berwyn, Bloomingdale, Cicero, Oak Brook, Oak Lawn, Lisle, Carol Stream, Rosemont, Forest Park, Gary, Palatine, Munster, Buffalo Grove, Naperville, East Chicago, Lansing, Kankakee, Oak Forest, Bolingbrook and Bartlett
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0.0 Miles
The Windy City Playhouse players flex their acting muscles during productions full of dark humor and genuine emotion
2.3 Miles
For over fifty years The Second City has been entertaining its audience with comedy sketches and short scenes with a focus on improvisation, seven nights a week. Second City features open cabaret-style table seating for added social interactivity.
0.5 Miles
At Grant Park, guests will have the opportunity to visit the Art Institute, the Adler Planetarium, and the Field Museum. This 319 acre site also features a variety of sculptures and the Buckingham Fountain.
0.3 Miles
Willis Tower is Chicago's tallest building and boasts it is the third tallest in the world. The attraction includes a glass box, which extends more than four feet from the 103rd floor Skydeck.
0.1 Miles
At Skydeck Chicago, guests will have the opportunity to rise 1,353 feet in the air and take in views of the city skyline from above. Visitors of the city who enjoy photography may find something to appreciate at this location.
2.3 Miles
1601 N Clark St, Chicago, IL 60614
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The Chicago History Museum offers a variety of exhibits through which guests can learn about the city's long life. Children who visit this site will be able to play a variety of entertaining, yet informative, games.
2.3 Miles
Also known as 'The Madhouse on Madison', the United Center is the home of the Chicago Bulls of the NBA and the Chicago Blackhawks of the NHL. Additionally, the location also hosts a variety of concerts.
1.4 Miles
Water Tower Place offers guests the opportunity to shop at stores like Macy's, American Grill Place, and Abercrombie & Fitch. Visitors of this site can also eat at M Burger and view The Art of Dr. Seuss.
1.7 Miles
Oak Street Beach offers guests the opportunity to hike and swim in the waters of Lake Michigan. The location, which is often a site for beach volleyball games, also provides places for guests to purchase beer and cocktails.
0.4 Miles
Buddy Guy's Legends is a blues bars that features performances from the likes of Larry Carlton and The Nu Blu Band. Visitors of the site can order classic bar food items like buffalo wings, oysters, gumbo, and crab cakes.
3.3 Miles
Formerly known as Comiskey Park, US Cellular Field is the home of the Chicago White Sox of the MLB. The location, which has a seating capacity of 40,615, hosted its first concert in 2002 when The Rolling Stones performed at this site.