Upcoming Chicago Events
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Festivals, Fairs & Special Events
Festivals, Fairs & Special Events, Music & Comedy
The 26th Anniversary Englewood Jazz Festival
The 26th Annual Englewood Jazz Festival, presented by Live the Spirit Residency, returns to Chicago’s historic Hamilton Park on September 18–20, 2025, marking a powerful…
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions
Helen Lee/Momentum Sensorium, Curiosities of Wellness in Bodies of Grief and Joy
Curiosities of Wellness in Bodies of Grief and Joy is a multiyear project led by movement-based artist Helen Lee that redefines the structure and systems of…
Festivals, Fairs & Special Events, Theatre & Performing Arts
Czech Heritage Week 2025
A vibrant celebration of Czech culture in Chicago! From September 20 to 28, 2025, a wide variety of Czech-themed events will take place across the…
Festivals, Fairs & Special Events
Division Street Farmers Market
Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.
Festivals, Fairs & Special Events, Music & Comedy, Tours & Attractions
Logan Square Preservation’s 35th Biennial House Walk
Logan Square Preservation is proud to present the 35th Biennial House Walk on Saturday, September 20th 2025, from 10 AM to 5 PM. This beloved…
Festivals, Fairs & Special Events
Explore Your City
WTTW and Fred Rogers Productions, in partnership with the Chicago Transit Authority (CTA), Metra, and the Office of the 26th Ward Alderperson Jessie Fuentes, will…
Festivals, Fairs & Special Events
Oktoberfest with the Cubs
The Chicago Cubs invite fans, neighbors and visitors to experience the first-ever “Oktoberfest with the Cubs” from September 19–21 in the Toyota Camry Lot at…
Festivals, Fairs & Special Events, Music & Comedy
Summer’s Last Dance Music & Arts Festival
🔥🎶 AFTERLIFE ENTERTAINMENT PRESENTS: 🎶🔥 🌞🎨 SUMMER’S LAST DANCE MUSIC & ARTS FESTIVAL 2025 🎨🌞 The ultimate farewell to festival season in Chicago! We’re BACK for Year 2 of Summer’s Last Dance—the…
Festivals, Fairs & Special Events
Old Town Oktoberfest
Raise a Stein in Chicago’s First German Neighborhood! This fall, history and celebration come together with the debut of Old Town Oktoberfest on Wells Street,…
Festivals, Fairs & Special Events
Barktoberfest
Grab your lederhosen (or your leash) and join us for Barktoberfest — our dog-friendly twist on Oktoberfest, packed with treats, tail wags, and unforgettable memories!…
Festivals, Fairs & Special Events
West Loop Music & Art Fest
The West Loop Music & Art Fest transforms Fulton Street into a dynamic, open-air gallery and music venue. Spanning 5 city blocks, this family-friendly festival…
Festivals, Fairs & Special Events
Jerk, Seafood & Vegan Fest (JSVFest)
The JSVFest, now in its 9th year, will serve up the best Caribbean jerk, grilled seafood, and plant-based cuisine with an island twist featuring the…
Festivals, Fairs & Special Events
Kazoozapalooza: Pedal Powered Program Year 4: The Black Man from Macon
Cabinet of Curiosity presents “Kazoozapalooza Pedal Powered Program Year 4: The Black Man from Macon” beginning July 26 at 1 p.m. to 2:30 p.m. at…
Festivals, Fairs & Special Events
World Fashion Festival
The 8th Annual World Fashion Festival (WFF) in conjunction with the Illinois Chamber of Commerce will take center stage September 18-20, 2025, at Macy’s, 111…
Festivals, Fairs & Special Events
Chefs Get Pickled
Serving up deliciousness, Chefs Get Pickled, hosted by Chef Jeff Mauro is the ultimate mash-up of favorite chefs, big flavors, and a side of pickleball action. Sip…
Festivals, Fairs & Special Events
Red Clay Dance Company, Freedom Square: The Black Girlhood Altar
In this new work, Red Clay Dance Company’s Founding Artistic Director and CEO Vershawn Sanders-Ward offers a creative response to Freedom Square: The Black Girlhood Altar through…
Festivals, Fairs & Special Events, Theatre & Performing Arts
Czech Heritage Week 2025
A vibrant celebration of Czech culture in Chicago! From September 20 to 28, 2025, a wide variety of Czech-themed events will take place across the…
Festivals, Fairs & Special Events
Wolff’s Flea Market Opening Day
Wolff’s Flea Market announces opening day April 20, 2025. Join us for our 34th season outdoors at the Allstate Arena, Rosemont. Sundays 6am-2pm through October…
Festivals, Fairs & Special Events
Division Street Farmers Market
Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.
Festivals, Fairs & Special Events
Glenwood Sunday Market in Rogers Park
The nonprofit Rogers Park Business Alliance (RPBA) announces 23 local vendors for the 16th anniversary season of the Glenwood Sunday Market, which will operate every…
Festivals, Fairs & Special Events
Edgewater Artists Art-Music Fest at Colvin House
Come join us for the 2025 second installment of our beautiful indoor/outdoor event at the amazing Colvin House Mansion on Sheridan Rd in Edgewater. Over…
Festivals, Fairs & Special Events
Old Town Oktoberfest
Raise a Stein in Chicago’s First German Neighborhood! This fall, history and celebration come together with the debut of Old Town Oktoberfest on Wells Street,…
Festivals, Fairs & Special Events
Oktoberfest with the Cubs
The Chicago Cubs invite fans, neighbors and visitors to experience the first-ever “Oktoberfest with the Cubs” from September 19–21 in the Toyota Camry Lot at…
Festivals, Fairs & Special Events
West Loop Music & Art Fest
The West Loop Music & Art Fest transforms Fulton Street into a dynamic, open-air gallery and music venue. Spanning 5 city blocks, this family-friendly festival…
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