Ali Siddiq: The Custom Fit Tour
Sat 14 Nov · 7:00 PM
Wintrust Arena · Chicago
Comedy in Chicago
Comedy shows in Chicago: currently 50 upcoming dates across 12 venues, scheduled from August 2026 to March 2027.
The most active venues right now:
- The Chicago Theatre — 28 dates
- Foundation Room at House of Blues Chicago — 4 dates
- Thalia Hall — 3 dates
- Wintrust Arena — 3 dates
- Athenaeum Theatre — 3 dates
The line-up ranges from household names to newcomers — a single overview of every upcoming Comedy date in Chicago.
Below you'll find the full schedule for Chicago. Filter by date, compare the listings and book each event directly with the official ticket seller — the final price including fees is shown on the seller's site.
34 events
Nurse John: Against Medical Advice Tour
Fri 20 Nov · 7:00 PM
The Chicago Theatre · Chicago
GEORGE LOPEZ
Sat 21 Nov · 7:00 PM
The Chicago Theatre · Chicago
Daniel Sloss: BITTER (Brand New Tour!)
Sun 22 Nov · 7:00 PM
The Auditorium · Chicago
Kyle Kinane
Mon 23 Nov · 8:00 PM
Thalia Hall · Chicago
Nate Jackson: BIG DOG
Fri 4 Dec · 7:30 PM
The Auditorium · Chicago
KATHY GRIFFIN: New Face, New Tour
Fri 11 Dec · 7:00 PM
Riviera Theatre · Chicago
Matt Rife: Stay Golden World Tour
Thu 7 Jan · 8:00 PM
United Center · Chicago
Seth Meyers: Live
Sat 16 Jan · 5:00 PM
The Chicago Theatre · Chicago
Conor Moore: Me, myself and IRELAND
Thu 11 Mar · 7:00 PM
Thalia Hall · Chicago
Frequently asked questions
How many Comedy events are on in Chicago?
Currently 50 upcoming dates across 12 venues, scheduled through March 2027.
Where do the events take place?
Across the city — the most active are The Chicago Theatre, Foundation Room at House of Blues Chicago, Thalia Hall.
What can I expect from Comedy in Chicago?
Comedy shows from local and touring names — the full schedule is below.
How do I buy tickets?
Pick an event, open its page and book directly with the official ticket seller. The final price including all fees is shown there — OnStage adds nothing on top.