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…
Articles
Museums & art
Chicago Cultural Center
The Chicago Cultural Center is one of the city’s most popular attractions and the cultural heart of the downtown Loop neighborhood. Known as “The People’s…
Festivals & special events, Music, Parks & outdoors
Millennium Park Summer Music Series
Select Mondays and Thursdays, June 15 – Aug. 6, 2026 Shows begin at 6:30 p.m. Free admission • Millennium Park The Millennium Park Summer Music…
Festivals & special events, Food & drink
Chicago Gourmet
Sept. 24 – 27, 2026 Millennium Park Welcome to Chicago Gourmet, one of the country’s most distinguished food festivals. Each year, Chicago Gourmet celebrates the…
Holidays
Memorial Day weekend 2026 in Chicago
Memorial Day weekend marks the official start of summer in Chicago — and the city knows how to celebrate. Each year, Chicago comes to life…
Articles, Itineraries
24 hours in downtown Chicago
Only have one day to explore downtown Chicago? No problem. You can make the most of your time while still hitting the city’s most iconic…
Articles, Tours & attractions
Your guide to Chicago lake and river boat tours
One of the best ways to see Chicago is from the water. The city is home to two stunning waterfronts — the Chicago River and…
Bucket list, Sports & recreation
Sports fan’s guide to Chicago
It’s no secret that Chicago is a true sports town. The city is home to legendary teams with deep histories, unique traditions, and unrivaled fan…
Articles, Bucket list
Things to do in Chicago in the summer
There’s nothing quite like summer in Chicago. It’s a time of year when the city truly shines, making it the perfect time to get out…
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…
Entertainment, Festivals & special events
Chicago film festivals and events
Chicago has a long and illustrious cinematic history. In the early 1900s, Chicago was home to the famous Essanay Studios in the early 1900s, which…
Sports & recreation
Chicago Sky basketball
When the Chicago Sky get rolling, the whole city can feel it — no forecast required. Walk into Wintrust Arena and you’ll feel it immediately:…
Explore Chicago hotels, flights, deals, and more
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