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Chicago · Comedy · Next 30 days

229 comedy events to explore in Chicago over the next 30 days

Comedy events include comedy mixers, meetups, and gatherings across Chicago. Chicago has 229 comedy events on the calendar over the next 30 days across 16 neighborhoods, and 5 of them are free. Friday is the busiest day, and Wicker Park is the busiest neighborhood.

Comedy Show · 229Improv Show · 5Comedy Festival · 1Comedy Competition · 1Variety Comedy · 1Free · 5
Scout doesn't sell tickets, take commissions, or accept payments for changing its rankings.
ORDERED BY HEAT SCORE · NEXT 30 DAYS
1
Jazz & Comedy Night: Solomon Lindenberg Trio & Claire McDonald
Jazz & Comedy Night: Solomon Lindenberg Trio & Claire McDonald27Trending
Comedy Show · The CheckOut · Lakeview · Thu, Jul 30 · 8:00 PM

Chicago has a long history of combining jazz and comedy into one magical evening. Join us for a pairing of two of our great city's strongest suits. A collaboration with Logan Square Improv and thee. CheckOut, Jazz & Comedy has something for everyone. This month we're pairing the

2
THE LAST WORD
THE LAST WORD24Popular
Comedy Show · iO Theater · — · Fri, Jul 31 · 7:00 PM
54 people interested

THIS SHOW IS SOLD OUT!! Click the link above to check out our other dates :) The Last Word is the ONLY craft cocktail progression paired with a screenplay. Experience a high action comedy script complete with lights, sound, music, and other fun surprises throughout the night - in

3
Steal the Show
Steal the Show21
Comedy Show · Sleeping Village · Logan Square · Tue, Jul 28 · 8:00 PM

$10 + Fees | 21+ This is a seated event, first come, first served. Steal the Show is Chicago’s newest game show featuring local comics competing for stage time! Each show consists of 3 games that test the comedians’ wit, their agility, and their hand-eye coordination - the three

4
Chicago Underground Comedy
Chicago Underground Comedy17
Comedy Show · Beat Kitchen · Lakeview · Tue, Jul 28 · 8:00 PM

Check out Chicago Underground Comedy at Beat Kitchen in Chicago on July 28, 2026 and get detailed info for the event - tickets, photos, video and reviews.

5
Free Comedy Thursday: Latin Comedy Night
Free Comedy Thursday: Latin Comedy Night16
Comedy Show · Comedy Plex Comedy Club · — · Thu, Jul 30 · 7:30 PM

Free Comedy Thursday: Latin Comedy Night Grab free tickets for Thursday Night Out at Laugh Lounge! Enjoy a high-energy evening of live stand-up comedy. RSVP now before spaces fill. Eventbrite - Comedy Plex Comedy Club presents Free Comedy Thursday: Latin Comedy Night - Thursday,

6
A Whole Lotta Love Comedy Show
A Whole Lotta Love Comedy Show12
Comedy Show · Lottie's Pub · Bucktown · Tue, Jul 28 · 8:00 PM

A Whole Lotta Love Comedy Show The Blue Line's premier comedy showcase , every last tuesday in the basement of Lottie's Pub. Catch Chicago's finest acts for FREE. Eventbrite - Dark & Stormy presents A Whole Lotta Love Comedy Show - Tuesday, July 28, 2026 at Lottie's Pub, Chicago,

7
Free Comedy in Wicker Park/Logan Square/Bucktown
Free Comedy in Wicker Park/Logan Square/Bucktown10
Comedy Show · Lottie's Pub · Bucktown · Tue, Jul 28 · 8:30 PM

Free Comedy in Wicker Park/Logan Square/Bucktown Come check out the best comics in Chicago! Great for a date night, group outing, a pick-me-up, or just a hell of a good time. See you there! Eventbrite - Andre Hashem presents Free Comedy in Wicker Park/Logan Square/Bucktown - Tues

8
Open Mic @ Robert's Westside
Open Mic @ Robert's Westside9
Comedy Show · Robert's Westside · — · Tue, Jul 28 · 6:00 PM

Robert's Westside Open Mic Hosted By Donnie Biggins Bobby's Eastside Kitchen & Bar Opens @ 3PM Open Mic Sign Up Sheet goes out @ 6PM $5 Pint Night - Yuengling, Guinness & Sierra Nevada

New this week
Just added to the calendar
First seen in the last 7 days
New
Added today
In Bed By Ten August Show
Comedy Show · — · Wed, Aug 12 · 7:00 PM
New
Added today
Adam Ferrara
Comedy Show · — · Thu, Jul 30 · 10:00 PM
New
Added today
Adam Ferrara @ Chicago Improv
Comedy Show · — · Thu, Jul 30 · 10:00 PM
Where it's busiest · next 30 days
Two neighborhoods to know
Wicker Park51 events · next 30 days

An energetic creative neighborhood shaped by independent music, vintage culture, restaurants, and late-night rooms.

Lakeview27 events · next 30 days

A distinct part of Chicago, Lakeview has its own mix of gathering places, local landmarks, and street-level character.

The month's mix · 229 comedy events
Comedy Show ×229
Improv Show ×5
Comedy Festival ×1
Comedy Competition ×1
Variety Comedy ×1
The weekly clock
Friday is the main event
All 229 events by weekday · hover a bar
Comedy events cluster on Fridays over the next 30 days.
The standing calendar
Something for every day of the week
Monday
Aug 3 · 7:00 PM
Late Nite Mic With Vik PandyaComedy Show · The Comedy Bar · River North
Learn more →
Tuesday
Jul 28 · 2:00 PM
Tomato Throw ShowComedy Show · Venue TBA
Learn more →
Wednesday
Jul 29 · 2:00 PM
Drunk Shakespeare Chicago!Comedy Show · The Lounge At The Lion
Learn more →
Thursday
Aug 20 · 6:30 PM
The Mill: Variety Show & Open MicComedy Show · The Burlington · Logan Square
19 people interested
Learn more →
Friday
Jul 31 · 7:00 PM
THE LAST WORDComedy Show · iO Theater
54 people interested
Learn more →
Saturday
Aug 1 · 2:00 PM
Mystery Machine - An Improvised WhodunitComedy Show · Stars and Garters Theater · Lakeview
Learn more →
Sunday
Aug 2 · 3:00 PM
OPTION: Christopher Dammann / Avreeayl Ra / Edward WilkersonComedy Show · Experimental Sound Studio · Ravenswood
Learn more →
Planning ahead

Comedy, day by day

153 events over the next 14 days
TUE
28
17
WED
29
17
BIGGEST
THU
30
18
FRI
31
18
SAT
1
9
SUN
2
7
MON
3
7
TUE
4
4
QUIETEST
WED
5
3
THU
6
16
FRI
7
18
SAT
8
10
SUN
9
3
MON
10
6
Is this a big week for comedy?
Next 7 days · 93
Typical 7 days · 78
15 more events than typical 7 days — the green-ringed dots represent the extra. Each dot ≈ 5 events.
Typical = average of 5 comparable rolling 7-day periods; 3 incomplete periods were excluded.
▲ 19% Busier
more activity than a typical week
More than typical:
+15 Comedy Show · +1 Improv Show
Comedy by neighborhood
Wicker Park51Lakeview27Streeterville25Old Town14River North8Logan Square6
Comedy in other cities
Miami comedy eventsLos Angeles comedy eventsSan Francisco comedy eventsNew York comedy eventsChicago — everything this weekend
Upcoming comedy events
1Jazz & Comedy Night: Solomon Lindenberg Trio & Claire McDonald2THE LAST WORD3Steal the Show4Chicago Underground Comedy5Free Comedy Thursday: Latin Comedy Night6A Whole Lotta Love Comedy Show7Free Comedy in Wicker Park/Logan Square/Bucktown8Open Mic @ Robert's Westside9The Loop10Adam Minnick11Late Nite Mic With Vik Pandya12Tuesday Night Open Jam @ Robert's WestsideSee all 229 →
Types of events coming up
1Chicago Night Out2Chicago Nightlife3Chicago Health & Wellness4Chicago Live Music5Chicago Reset6Chicago Free7Chicago Culture8Chicago Social9Chicago Professional10Chicago CommunitySee all →
Discover unique events
1Chicago this weekend2Chicago this week
Explorations
This weekend in other cities that might interest you
The 305 · Magic CityMiamiSee what's happening →The 213 · City of AngelsLos AngelesSee what's happening →The 415 · Fog CitySan FranciscoSee what's happening →The 212 · Never SleepsNew YorkSee what's happening →
Comedy in Chicago, answered
Are there free comedy events in Chicago?

5 of the next 30 days' 229 events are free.

What is the best day for comedy in Chicago?

Friday — more events land on Friday than any other day in the next 30 days.

Where does comedy happen in Chicago?

Wicker Park leads with 51 events in the next 30 days, more than any other neighborhood.

Are there comedy events in Chicago this week?

93 events are on this week.

How are these events ordered?

By Heat Score — a blend of interest, saves, and activity signals from our event database. No paid placement.

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