Chicago Comedy Shows October 2026

Browse the schedule of all comedy shows and stand-up comedians this month.
Get ready, get set, and laugh as you discover the best comedy shows and comedians this season. People can enjoy various comedy shows, from stand-up to sitcom to sketch comedy. Some popular comedy venues in the city include UP Comedy Club, etc. Theater, Mainstage at Second City, and more. There are many comedians that people can enjoy watching live someday. People love to laugh. Thanks to the talented artists who make laughter the best medicine. Don’t miss the best comedy shows this month. Find the best seats, buy comedy tickets today, and save!

Start Date
Oct 1, 2026
Reset
Cancel
Apply
End Date
Oct 31, 2026
Search

Events Calendar
Jan Feb Mar Apr May Jun Jul Aug Sep Oct Nov Dec
Schedule & Tickets
List Of Shows
Comedy Venues
All Theatre Shows

Comedy Tickets

Comedy Shows: 49
Shows in October
  • Chicago Theater Shows
    Oct
    01
    2026
    8:00 PM
    Thu
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    01
    2026
    9:30 PM
    Thu
    Zanies Comedy Club - Chicago
    60610, 1548 North Wells Street, Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    02
    2026
    6:30 PM
    Fri
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    02
    2026
    9:15 PM
    Fri
    Zanies Comedy Club - Chicago
    60610, 1548 North Wells Street, Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    02
    2026
    9:30 PM
    Fri
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    03
    2026
    6:30 PM
    Sat
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    03
    2026
    7:00 PM
    Sat
    Zanies Comedy Club - Chicago
    60610, 1548 North Wells Street, Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    03
    2026
    9:15 PM
    Sat
    Zanies Comedy Club - Chicago
    60610, 1548 North Wells Street, Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    03
    2026
    9:30 PM
    Sat
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    04
    2026
    7:00 PM
    Sun
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    06
    2026
    8:00 PM
    Tue
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    07
    2026
    8:00 PM
    Wed
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    08
    2026
    8:00 PM
    Thu
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    09
    2026
    6:30 PM
    Fri
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    09
    2026
    9:30 PM
    Fri
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    10
    2026
    6:30 PM
    Sat
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    10
    2026
    9:30 PM
    Sat
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    11
    2026
    7:00 PM
    Sun
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    11
    2026
    7:00 PM
    Sun
    Park West | Capacity: 900
    60614, 322 W. Armitage, Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    13
    2026
    8:00 PM
    Tue
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    14
    2026
    8:00 PM
    Wed
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    15
    2026
    8:00 PM
    Thu
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    15
    2026
    9:30 PM
    Thu
    Zanies Comedy Club - Chicago
    60610, 1548 North Wells Street, Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    16
    2026
    6:30 PM
    Fri
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Brad Williams
    Oct
    16
    2026
    7:30 PM
    Fri
    The Chicago Theatre | Capacity: 3600
    60601, 175 North State Street, Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    16
    2026
    9:30 PM
    Fri
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    17
    2026
    6:30 PM
    Sat
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Ben Schwartz
    Oct
    17
    2026
    7:00 PM
    Sat
    Ben Schwartz VIP Experience Available
    The Chicago Theatre | Capacity: 3600
    60601, 175 North State Street, Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    17
    2026
    9:30 PM
    Sat
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
  • Chicago Theater Shows
    Oct
    18
    2026
    7:00 PM
    Sun
    Mainstage at Second City - Chicago | Capacity: 290
    60614, 1616 N. Wells St., Chicago, IL, US
    Tickets
Show More

Comedy Venues

A-Z List Of All Comedy Clubs and Theaters in City and Chicago Area
Allstate Arena
location 60018, 6920 Mannheim Road, Rosemont, IL, US
Comedy Shows: 1
Auditorium Theatre - IL
location 60605, 50 East Congress Parkway, Chicago, IL, US
Comedy Shows: 2
Beat Kitchen
location 60618, 2100 W. Belmont, Chicago, IL, US
Comedy Shows: 1
City Winery - Chicago
location 60607, 1200 W. Randolph St., Chicago, IL, US
Comedy Shows: 12
Des Plaines Theatre
location 60016, 1476 Miner St, Des Plaines, IL, US
Comedy Shows: 2
Evanston Space
location 60202, 1245 Chicago Avenue, Evanston, IL, US
Comedy Shows: 1
Gary & Laura Maurer Concert Hall at Old Town School of Folk Music
location 60625, 4544 N Lincoln
Comedy Shows: 1
George Van Dusen Theatre At North Shore Center For The Performing Arts
location 60077, 9501 North Skokie Boulevard
Comedy Shows: 7
Heath Mainstage At The Den Theatre
location 60622, 1331 N. Milwaukee Ave, Chicago, IL, US
Comedy Shows: 15
Historic Main Stage at Athenaeum Center - IL
location 60657, 2936 North Southport Avenue
Comedy Shows: 2
Mainstage at Second City - Chicago
location 60614, 1616 N. Wells St., Chicago, IL, US
Comedy Shows: 298
Park West
location 60614, 322 W. Armitage, Chicago, IL, US
Comedy Shows: 4
Riviera Theatre - IL
location 60640, 4746 North Racine Avenue, Chicago, IL, US
Comedy Shows: 3
Schubas
location 60657, 3159 N Southport, Chicago, IL, US
Comedy Shows: 1
Studebaker Theater
location 60605, 410 S Michigan Avenue, Chicago, IL, US
Comedy Shows: 1
Subterranean - Downstairs
location 60647, 2011 W. North Ave., Chicago, IL, US
Comedy Shows: 1
Thalia Hall
location 60608, 1807 S Allport St, Chicago, IL, US
Comedy Shows: 8
The Chicago Theatre
location 60601, 175 North State Street, Chicago, IL, US
Comedy Shows: 13
The Comedy Bar - Chicago
location 60611, 162 E Superior Street, Chicago, IL, US
Comedy Shows: 64
The Laugh Factory - Chicago
location 60657, 3175 North Broadway, Chicago, IL, US
Comedy Shows: 8
The Salt Shed Outdoors - Chicago
location 60642, 1357 North Elston Avenue, Chicago, IL, US
Comedy Shows: 1
The Venue at Horseshoe Casino
location 46320, 777 Casino Center Dr., Hammond, IN, US
Comedy Shows: 4
United Center
location 60612, 1901 West Madison Street, Chicago, IL, US
Comedy Shows: 3
Vic Theatre
location 60657, 3145 N Sheffield, Chicago, IL, US
Comedy Shows: 7
Wintrust Arena
location 60616, 200 E Cermak Rd., Chicago, IL, US
Comedy Shows: 2
Wrigley Field
location 60613, 1060 West Addison Street, Chicago, IL, US
Comedy Shows: 1
Zanies Comedy Club - Chicago
location 60610, 1548 North Wells Street, Chicago, IL, US
Comedy Shows: 125
Zanies Comedy Club - Rosemont
location 60018, 5437 Park Pl, Rosemont, IL, US
Comedy Shows: 52
Chicago Theater Guide
Contact Us About Us
Chicago Theater Shows
Independent Theater Guide
  • Editorial theatre listings
  • Regular performance updates
  • Impartial, informational coverage
  • City-based theatre discovery
  • Broadway and live theatre focus
  • Chicago, IL theatre coverage
  • Independent theatre platform
  • Editorially structured content
  • Trusted local theatre guide
Stay Updated!

Subscribe for curated updates on Chicago theatre performances, Broadway tours, venues, and seasonal schedules. Our emails highlight productions, local stages, and cultural context with an editorial focus on discovery. No spam, only useful theatre insights for engaged audiences — unsubscribe anytime.

Subscription Deals
Subscribe

Chicago.Theater is operated by Theater Guide Group LLC (Theater.Guide), which manages a network of independent, city-based theatre guides across the United States and Canada. We provide editorially independent listings of theatre, Broadway, ballet, opera, and live performances in Chicago, IL. Ticket options may be available through verified marketplaces. Prices, availability, fees, and refund policies are determined by sellers and may be higher or lower than face value. Theater Guide Group LLC is not affiliated with any theatre, venue, production company, artist, or event organizer.

Chicago.Theater | Sitemap | Privacy Policy | All Rights Reserved 2026