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Stagebook is a performer booking and gig management platform that helps venues, bookers, and comedians discover, book, and manage live comedy events.

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Wintrust Arena - Past Comedy Shows in Chicago | Stagebook

Gigs USA ChicagoWintrust Arena

Wintrust Arena

Name: Stagebook
Author: Stagebook

Chicago, US

200 E Cermak Road

60616•Chicago, US

Upcoming Past Events

Sun, 20 Apr 2025

We Them One's Comedy Tour

Solo ShowTickets

*Recommended for ages 18 & up. Lineup subject to change. No refunds or exchanges. All sales final.

APR20SUN

01:00

Wintrust Arena, Chicago, US

Sun, 19 Oct 2025

Sweetest Day Comedy Jam

Solo ShowTickets

Artist subject to change, no refunds or exchanges. All sales are final.

OCT19SUN

01:00

Wintrust Arena, Chicago, US

Sat, 25 Apr 2026

We Them One's Comedy Tour

Solo ShowTickets

We running it back!! We Them Ones Comedy Tour, Back Outside and this time, we turning it ALL THE WAY UP!! *Recommended...

APR25SAT

20:00

Wintrust Arena, Chicago, US

FAQ: Wintrust Arena

Quick answers to the questions promoters, comedians, and fans ask most.

Where is Wintrust Arena?

Wintrust Arena is located at 200 E Cermak Road, 60616 in Chicago.

Does Wintrust Arena host comedy nights?

Wintrust Arena has hosted 3 comedy events in the past. Check back for upcoming shows or view the past events tab.

How do I book a comedy gig at Wintrust Arena?

If you run comedy at Wintrust Arena, list your night on Stagebook and comedians will apply directly. Comedians can apply to any open spot from the event page above.

Still have questions? Read the full FAQ or get in touch.