Chicago September 2025

Chicago September 2025 Events

Chicago September 2025 Events

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Spend Labor Day Weekend in Chicago This Year

Average temperature low and high: 62°- 74°
September marks the end of the Windy City's busy summer tourism season, but that doesn't mean that events in Chicago slow down. Consider celebrating Labor Day Weekend here, as there will be lots of things to do, like the annual Taste of Polonia event or Expo Chicago. The weather tends to be enjoyed throughout the month as it's the perfect median between the hot summer and the upcoming chillier months.
Chicago September Festivities Calendar
Things to do in Chicago September
Chicago Nightclub Events in September
Chicago Sporting Events, Concerts & Show Tickets in September

September Event Calendar

Augmented Chicago: Inaugural Realities

Feb 1 - Nov 25, 2025
Augmented Chicago: Inaugural Realities
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Augmented Chicago: Inaugural Realities displays the ground-breaking virtual artworks of four celebrated Chicago-based artists, Claire Ashley, Faheem Majeed, Yvette Mayorga, and Carlos Rolón, through the technical wonders of augmented reality. AR combines the existing environment and virtual elements through VR or your phone. Experience the future of art at Millennium Park. Admission is free, and the exhibits run through November 25th. 

African Festival of the Arts

Date to be confirmed Washington Park View on Map
African Festival of the Arts
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Spend part of your Labor Day weekend in Chicago celebrating African art, crafts, music, food, and entertainment. The annual African Festival of the Arts will take place in a simulated African village for a unique cultural experience. There will be interactive engagements, drumming circles, museum-quality artifacts, colorful handwoven fabric and textiles. Presale festival tickets can be purchased online at $30 per adult and $10 per child under 13. Family and weekend passes are also available.

Chicago Events in September

Concerts

Theater & Headliners

Sports

Nightclubs

Nightclubs in Miami
Best Nightclubs in Chicago 2025
Things to do in Chicago

Things to Do in Chicago in September

See a Movie in a Park

See a Movie in a Park
For the 21st year, Chicago will be screening movies in outdoor parks during evenings around the city. It's the perfect way to social distance while still having an enjoyable, free, and memorable evening. All movies begin at dusk. Download the MyChi Parks app for movie lineups and locations.

Grab a Slice of Deep Dish Pizza

Grab a Slice of Deep Dish Pizza
Many people travel to Chicago just for the food, and rightfully so,  but you can't leave without having one of Chicago's most popular and beloved foods: deep dish pizza. Head over to Lou Malnati’s, a popular pizza spot in the Windy City. As lines are usually lengthy at this particular spot, it's suggested to go either for early lunch or for a late night stop.
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