Harold Night

See the show that started it all, and experience the iO Theater’s groundbreaking, signature improv form: The Harold! This long-running, weekly improv tradition is double-headlined every Sunday by two of the iO Theater’s fantastic House Teams! Each team takes a single word or suggestion from the audience and creates a fully improvised piece – weaving hilarious characters, themes, locations, and gam

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

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

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