The Sweetest Day Comedy Jam is coming to Chicago on Saturday, October 17, 2026, at 8:00 PM. Hosted by BMN Entertainment, this year’s massive comedy blowout features an all-star roster of stand-up icons, including Cedric The Entertainer , Earthquake , Bruce Bruce , Tony Rock , D’Lai , and Fab Monroe .
Good to know
- Where: Wintrust Arena.
- When: 2026-10-17 8:00pm.
Going? Keep it.
Common questions
When is it?
2026-10-17 8:00pm
Where is it?
Wintrust Arena
How much is it?
The listing does not state a price — check the venue.