Watch What Crappens – Chicago, IL – In The Mix Tour

The popular Bravo TV recap podcast Watch What Crappens is bringing its “In The Mix Tour” to Chicago, IL on Sunday, October 4, 2026. Hosts Ben Mandelker and Ronnie Karam will perform a live, comedic breakdown of fan-favorite reality television drama.

More on Sunday →

Bright Eyes Live In ConcertSun, Oct 4, 2026 · 7:30pmMetro Chicago, Lincoln Park, Lakeview & WrigleyvilleOne Day Only

Chicago Bears vs. New York JetsSun, Oct 4, 2026 · 12:00pmSoldier Field, Museum Campus, Downtown, the Loop & West LoopOne Day Only

World Music Festival Chicago: Global Peace PartySunday, October 4, 2026, noon–5pmHumboldt Park Fieldhouse (outdoor), Humboldt Park, Logan Square, Wicker Park & BucktownFreeOne Day Only

Maxwell Street Market – season finaleSunday, October 4, 2026, 10am–3pmMaxwell Street between S. Halsted St. and S. Union Ave., Downtown, the Loop & West LoopFreeOne Day Only

Also in Lincoln Park, Lakeview & Wrigleyville

Topdog/UnderdogSeptember 17–November 1, 2026 at Steppenwolf; this production has evening and weekend matinee performancesSteppenwolf Downstairs Theater, Lincoln Park, Lakeview & WrigleyvilleTicketed via SteppenwolfLimited Run

Fall Fest at Lincoln Park ZooSeptember 25–November 1, 2026; pumpkin patch open daily, live pumpkin carving weekends 10am–1pmLincoln Park Zoo, Lincoln Park, Lakeview & WrigleyvilleFreeLimited Run

Topdog/Underdog – ChicagoFriday, October 2, 7:30 p.m.; Saturday, October 3, 3 and 7:30 p.m.; Sunday, October 4, 3 p.m.Downstairs Theatre At Steppenwolf Theatre – Chicago, Lincoln Park, Lakeview & Wrigleyville$50 – $171One Weekend Only

DJ Shadow – Endtroducing 30th Anniversary TourFri, Oct 2, 2026 · 7:30pmThe Vic Theatre, Lincoln Park, Lakeview & WrigleyvilleOne Day Only

More theater that weekend →

Play On! — Chicago Shakespeare TheaterSeptember 11–October 18, 2026; selected performancesThe Yard at Chicago Shakespeare Theater, Navy Pier, Downtown, the Loop & West LoopLimited Run

Marriott Theatre Presents Come From AwayRuns through Oct 4, 2026Marriott Theatre, Far Suburbs$80 – $100Limited Run

Operation Mincemeat (Chicago)Friday, October 2, 7 p.m.; Saturday, October 3, 2 and 7:30 p.m.; Sunday, October 4, 1 and 6:30 p.m.CIBC Theatre, 18 West Monroe, Downtown, the Loop & West LoopOne Weekend Only

Jekyll & HydeThrough November 8, 2026Broadway Playhouse at Water Tower Place, 175 E. Chestnut St, Downtown, the Loop & West LoopLimited Run

See the full ranked weekend board →