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…
Articles
Family, Itineraries
30+ kid-friendly things to do in Chicago
It’s the inspiration kids find in all the things to do and see in Chicago that makes the city feel like home — if home…
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…
Entertainment, Festivals & special events, Parks & outdoors
Millennium Park Summer Film Series
July 1 – Aug. 26, 2025 Free admission • Millennium Park Every summer in Chicago, visitors and locals flock to the Jay Pritzker Pavilion in…
Festivals & special events, Music, Parks & outdoors
Millennium Park Summer Music Series
June 26 – Aug. 7, 2025 Free admission • Millennium Park The Millennium Park Summer Music Series offers free outdoor concerts in downtown Chicago, showcasing…
Festivals & special events, Food & drink
Taste of Chicago
Sept. 5 – 7, 2025 Free admission • Grant Park and citywide Taste of Chicago has been a foodie staple for more than 40 years.…
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…
Festivals & special events, Food & drink, Music
Windy City Smokeout
July 10 – 13, 2025 United Center parking lot Country music, barbecue, and craft beer — it’s hard to think of a better way to…
Articles, Bucket list, Itineraries, Parks & outdoors
Things to do in Chicago in the spring
What’s spring like in Chicago? Tulips bloom along iconic Michigan Avenue, cherry blossoms pop up in Jackson Park, and city parks begin to overflow with…
Articles, Hotels
Chicago hotels with rooftop bars
Chicago is a city known for its stunning skyline, and one of the best ways to enjoy it is from the city’s many rooftop bars.…
Dining, Holidays
35+ romantic spots for Valentine’s Day dinner in Chicago
The biggest date night of the year is coming up, and the city’s restaurants are pulling out all the stops so you and your date…
Festivals & special events, Music
Top summer music festivals in Chicago
Music lives large in Chicago, from our neighborhood streets and historic venues to downtown parks and our iconic lakefront. And Chicago’s iconic festival season brings…
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