Chicago · events

Things to do in Chicago, September 2026

Browse 8 upcoming events and things to do in Chicago during September 2026. Highlights include Asal: Kiss The Sun Tour, ISAIAH RASHAD: Lil Sunny's Awful Road Trip, A Twink and a Redhead: A Musical Comedy and more. Each listing links to tickets, venue details and practical visitor info.

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Asal: Kiss The Sun Tour

Chicago · Thalia HallThu, Sep 3Music

🎟️ From $40

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ISAIAH RASHAD: Lil Sunny's Awful Road Trip

Chicago · The Salt Shed Indoors (Shed)Fri, Sep 4Music

Price not published

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A Twink and a Redhead: A Musical Comedy

Chicago · Bottom LoungeFri, Sep 4Music

🎟️ From $48

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Ye Live

Chicago · Soldier FieldFri, Sep 4Music

Price not published

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Larry and His Flask, Black Guy Fawkes, Wendigo Fever

Chicago · Reggies Rock ClubFri, Sep 4Music

Price not published

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Sidecar

Chicago · Carol's PubFri, Sep 4Music

🎟️ From $12

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Chicago White Sox vs. Minnesota Twins

Chicago · Rate FieldSat, Sep 5Sport

Price not published

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BABYMETAL WORLD TOUR 2026

Chicago · Huntington Bank Pavilion at Northerly IslandSat, Sep 5Music

Price not published

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More in Chicago

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Back to culture

September is when indoor culture typically returns in force — theatre, gallery and concert seasons reopen alongside the last open-air events of the year.

Look for season-opening concerts, theatre premieres and gallery shows
Catch harvest festivals and the last open-air markets before autumn
Book ahead for autumn arts and film festivals that often launch this month