Festivals & special events, Free & cheap
Chicago Air and Water Show
Aug. 16 – 17, 2025 Free admission • Chicago lakefront The Chicago Air and Water Show has been an iconic Chicago event since 1959. The…
Articles
Entertainment, Nightlife
Chicago’s top comedy clubs
The nation’s future comedy stars are honing their skills right now in Chicago comedy clubs. Our city (which happens to be the home of improv)…
Articles, Food & drink
Restaurants in Chicago’s West Loop
Chicago’s West Loop neighborhood is known for many things — being the location of the iconic United Center (home of the Chicago Blackhawks and Chicago…
Articles, Parks & outdoors
Guide to kayaking and paddleboarding in Chicago
Chicago is lucky enough to be home to not one, but two stunning waterfronts — the Chicago River and Lake Michigan. Both of these iconic…
Festivals & special events, Free & cheap, Music
Chicago Blues Festival
June 5 – 8, 2025 Free admission • Millennium Park and beyond A legendary Chicago event since 1984, the Chicago Blues Festival is the world’s…
Festivals & special events, Music
Lollapalooza Chicago guide: lineup, schedule, tickets, and more
July 31 – Aug. 3, 2025 Grant Park Each year, thousands of fans travel from around the world to experience Lollapalooza in Chicago. Those lucky…
Food & drink, Parks & outdoors
Waterfront restaurants on the lake in Chicago
Chicago is known for its famous skyline and urban neighborhoods, but it’s also right next to one of the largest lakes in the country. That…
Family, Itineraries
30+ kid-friendly things to do in Chicago
Chicago is a place where kids’ imaginations soar, with endless things to do and see around every corner. From hands-on museums and sprawling parks to…
Festivals & special events, Free & cheap, Music
Chicago Jazz Festival
Aug. 28 – 31, 2025 Free admission • Millennium Park The oldest of Chicago’s free lakefront music festivals, the Chicago Jazz Festival boasts an incredibly…
Festivals & special events, Food & drink
Taste of Chicago
Sept. 5 – 7, 2025 Free admission • Grant Park and citywide The 45th annual Taste of Chicago is bringing some of the city’s most…
Free & cheap, Museums & art
Free museum days in Chicago
Experience Chicago’s award-winning museums without spending a dime. Check out our ever-growing list of Chicago free museum days in 2025, plus a few museums that…
LGBTQ+
LGBTQ+ nightlife in Chicago: gay and lesbian bars, clubs, and more
Chicago’s nightlife is a lot like the city itself — inclusive, diverse, and welcoming to all. It’s also a whole lot of fun. Our gay…
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