Fall events in Wicker Park
Fall in Wicker Park and Bucktown, Chicago: art walks, festivals, Halloween events and neighborhood happenings.
Fri, Oct 16 to Sun, Oct 18
Fri, Oct 23 to Sun, Oct 25
Fri, Oct 30 to Sun, Nov 1
Fri, Nov 6 to Sun, Nov 8
Friday evening
6pWPB First Fridays Art WalkSaturday, October 17
10am to 2pmFree
ChicagoAnnual family Halloween party in Wicker Park: kids' musicians, a costume parade and contest, pumpkin patch and decorating, games, and a straw maze, plus BarkPalooza's dog costume parade. Suggested donation of $10 per family. Note: the 2026 event page is not yet published; the time shown is carried from the prior year's listing.
12 to 6pmFree
ChicagoNeighborhood-wide shopping event spanning more than 20 thrift, vintage and resale boutiques along Damen, Division and Milwaukee. Free to browse on your own; a $45 VIP shopping shuttle runs two sessions (noon to 3 and 3 to 6) with drinks, snacks, discounts and a swag bag. Five stores hide specially marked items worth a $50 gift card each.
6:30 to 7:30pm$52
Wicker Park Lutheran ChurchMetallica's catalog gets the candlelit string treatment in the historic Wicker Park church: Enter Sandman, Master of Puppets, Nothing Else Matters and more, performed by the Metropolis String Quartet. 60 minutes, ages 8 and up.
7 to 8:15pm, through Oct 18$40
Chopin TheatreChopin Theatre Productions stages its own production of MacArthur Fellow Stuart Dybek's celebrated Chicago story, set in a postwar working-class neighborhood. Actor Yasen Peyankov plays all the characters while pianist Jana Pavlovska weaves fifteen Chopin pieces and boogie-woogie through the storytelling. Limited engagement, about 75 minutes.
7 to 9:40pm, through Oct 18$40
Chopin TheatreKokandy Productions' revival of Sondheim and Lapine's Pulitzer-winning musical about Georges Seurat, the first Chicago storefront staging in over 15 years. Now extended through Nov 29 after strong reviews from the Tribune, Sun-Times and Reader. Plays the intimate Chopin Studio downstairs, about 2 hours 40 minutes.
8:30 to 9:30pm$61
Wicker Park Lutheran ChurchFever's Candlelight series pairs Hans Zimmer's film scores with the glowing sanctuary of Wicker Park Lutheran Church: Interstellar, The Dark Knight, Gladiator, Dune, Inception and more, played by string quartet. About 60 minutes.
All day, through Oct 24
The Den TheatreA musical comedy from a visiting company with a run at The Den Theatre in Wicker Park.
All day, through Oct 24
The Den TheatreAmy Herzog's acclaimed play about a grandmother and her grandson, staged by a visiting company at The Den Theatre.
All day, through Oct 31
The Den TheatreA comedy show from a visiting company with a run at The Den Theatre in Wicker Park through Halloween night.
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