Celebrate Windy City Culture At The Best annual chicago events

Presented by DoorDash, The Taste of Chicago is the nation's premier free-admission food festival showcasing the diversity of Chicago's dining scene. Held on September 6-8, 2024, in Chicago's Grant Park, live musical performances, family activities, cooking demonstrations, art and the city's culinary come together for the world's largest food festival.

Lollapalooza is an annual four-day music festival that takes place in Chicago's Grant Park. No other big music festival comes close to topping Lollapalooza in size, so you're bound to see at least one of your favorite bands or your musician in the stacked lineup.

Known for artistic creativity and lively events, the Chicago Jazz Festival is a favorite Labor Day Weekend Chicago tradition. Promoting awareness and appreciation for all forms of Jazz, the Jazz Festival has been a mainstay in Chicago for over 40 years.