Articles, Bucket list
Things to do in Chicago in the fall
Chicago has something to offer every season of the year, but fall is particularly magical. The leaves turn golden in Millennium Park, a crisp breeze…
Articles
Food & drink
Chicago rooftop bars and restaurants
These Chicago rooftop bars and restaurants boast delicious menus, refreshing cocktails, and (most importantly) stunning views of the city’s skyline, waterfronts, and beyond. Best of…
Festivals & special events
Chicago festival and event guide 2026
Every season is festival season in Chicago. Each month brings a packed line-up of special events celebrating food, music, culture, art, history, and beyond. Choose…
Holidays
Labor Day weekend in Chicago
Round out summer in Chicago with a long weekend of outdoor fun, waterfront sightseeing, and unique local festivals and events. Bucket list: Labor Day weekend…
Bucket list
First-time visitor’s guide to Chicago
First time in Chicago? This guide’s for you. We’ve got all your must-see sights and experiences, whether you’re here for a day, a weekend, or…
Festivals & special events
Chicago House Music Festival and Conference
Aug. 27 – 30, 2026 Free admission • Millennium Park and beyond The Chicago House Music Festival is an annual celebration of Chicago house music…
Parks & outdoors
Fun in the sun on Chicago’s beaches
You might know Chicago as the birthplace of the skyscraper or one of the largest urban cities in the country. But you might not know…
Festivals & special events, Free & cheap
Chicago Air and Water Show
Aug. 15 – 16, 2026 Free admission • Chicago lakefront The Chicago Air and Water Show has been an iconic Chicago event since 1959. The…
Parks & outdoors
Guide to Chicago’s Millennium Park
Whether you’re a Chicago local or a first-time visitor, Millennium Park is a must-visit attraction for anyone in the city. Located in the heart of…
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…
Festivals & special events, Free & cheap, Music
Chicago SummerDance
July 15 – Aug. 29, 2026 Free admission • Grant Park and parks citywide Enjoy live music and dancing on an open-air dance floor during…
Museums & art, Tours & attractions
Explore Chicago’s Museum Campus South
A treasure trove of Chicago’s must-see museums, all in one breathtaking setting. Chicago’s Museum Campus South is one of the city’s most vibrant cultural areas,…
Explore Chicago hotels, flights, deals, and more
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