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Chicago Culture — Art, Ideas & The Scene

Stories, guides and perspectives shaping our cultural landscape. Explore music, fashion and food & drink.

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Chicago Air and Water Show

Aug 15 – 16, 2026 · 10:30 AM – 3 PMNorth Ave. Beach & Lakefront, Chicago, IL

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Chicago Culture Ball 2026

Aug 15, 2026Chicago, IL

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XL Fest 2026

Aug 20 – 23, 2026Chicago Cultural Center, Harper Court, David Rubenstein Forum & Obama Presidential Center

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Maconomics Wealth Summit Weekend

Aug 28–30, 2026Obama Presidential Center, Chicago, IL

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Black & Bronze: A Bronzeville Music Fest

Aug 29, 2026 · 1:00 PM – 7:00 PMArmstrong (Lillian Hardin) Park, Bronzeville, Chicago, IL

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Grind Pretty Fest: Chicago Remix

Aug 29, 2026 · 1:00 PM – 6:00 PMChicago, IL

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Black on the Block — Chicago

Sun, Aug 30, 2026 · 1PM–7PMStadium Green at Soldier Field · Chicago

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Chicago Football Classic 2026: A Family Affair

Sat, Sep 12, 2026 · Tailgate 11 AM · Kickoff 3 PMSoldier Field, 1410 Special Olympics Dr, Chicago, IL

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WFCF 2026: Lil Rel Howery Live Special Taping

Sep 19–26, 2026 · Festival WeekBlack Ensemble Theater · 4450 N Clark St, Chicago

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Martin Lawrence — Y’all Still Know What It Is Tour

Fri, Sep 25, 2026Chicago, IL

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Tonight’s Conversation: LIVE & UNCUT ’26

Sun, Oct 25, 2026McCormick Place · 2301 S King Dr, Chicago

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Black Girl Art Show — Chicago

Oct 25, 2026 · 3:00 PM – 9:00 PMNavy Pier – Festival Hall, 600 E Grand Ave, Chicago, IL 60611

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Ali Siddiq: The Custom Fit Tour

Nov 14, 2026 · 7:00 PMWintrust Arena, Chicago, IL

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Chicago River Tours Round-Up: 10 Ways to Get Out on the Water in the Windy City

From architecture cruises along the Chicago River to sunset sails on Lake Michigan — 10 of the best ways to see the city from the water this season.

Tay Belgeri·8 min read·TravelAwaits

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Chicago Summer Bucket List for Culture Lovers

From Millennium Park concerts to museum nights and neighborhood festivals — Choose Chicago's essential summer cultural to-do list.

Choose Chicago·6 min read·Choose Chicago