9 Things to Do in Chicago This Week · June 11–14, 2026

Music & Nightlife

Jeremy Piven at Chicago Improv

Emmy-winning actor Jeremy Piven takes the comedy stage for a multi-show weekend run at the Chicago Improv.

Friday, June 12, 2026 · Chicago Improv

Reggaeton Rave at Concord Music Hall

Auris Presents brings a high-energy Reggaeton Rave to Concord Music Hall, 18+ for a night of Latin heat.

Saturday, June 20, 2026 Doors @ 9:00 PM · Concord Music Hall

Arts & Culture

Brokeback Mountain

Chicago Shakespeare Theater presents the world-premiere stage adaptation of Brokeback Mountain, running through June 28.

Friday, June 12, 2026 7:00 PM · Chicago Shakespeare Theater, 800 East Grand Avenue

Damn Yankees at Theo in Evanston

The beloved Broadway musical Damn Yankees, featuring baseball, deal-with-the-devil drama, and memorable songs, plays through July 5 at Theo in Evanston.

Saturday, June 13, 2026 · Theo, Evanston

Festivals & Special Events

FATE OF THE SUPERWRESTLERS

A wild wrestling spectacle takes over Concord Music Hall for a one-night-only event on a Sunday afternoon.

Sunday, June 14, 2026 Doors @ 6:00 PM · Concord Music Hall

Outdoors & Active

Running Tour of LGNSQ with Ben Tanzer

Run a 3.5-mile literary tour of Logan Square inspired by the photography book LGNSQ, led by author Ben Tanzer.

Saturday, June 13, 2026 9:00 AM · Logan Square

Date Night

All White Attire R&B vs Hip Hop Yacht Party

A three-level yacht party on Lake Michigan with an all-white attire dress code, featuring R&B vs. Hip Hop sounds.

Saturday, June 13, 2026 12:45 PM · Anita Dee Yacht Charters

Free Events

Thursday Night Market – Downtown Evanston

Downtown Evanston's weekly Thursday Night Market returns with local vendors, food, and finds worth exploring.

Thursday, June 11, 2026 · Downtown Evanston

Sports

Red Bull Spin Off Chicago

An absurd spectator sport event featuring DIY bikes and floating tracks on Chicago streets this weekend.

Saturday, June 13, 2026 · Chicago