A family-owned South Side institution, Riddles opened on June 10, 1990 as KJ Riddles in Orland Park before moving to its long-time home on W 111th Street in Alsip. The 210-seat showroom runs comedy Wednesday through Sunday — 7:30 shows midweek, doubles at 7:30 and 10 on Friday and Saturday — plus a Monday open mic that has been the Chicagoland proving ground for new comics for three decades. Drew Carey, George Lopez, Martin Lawrence, Louie Anderson, Richard Jeni, Larry Miller, Gabe Kaplan, Dom Irrera, Jeff Dunham, Jimmy "JJ" Walker, Tom Dreesen and Paul Rodriguez have all worked the room. Cash-only bar with an ATM on site, first-come seating, two-beverage minimum, 21+ with valid ID, free parking.
Top performers
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Check the venue's websiteNone of the comedians you follow are on the lineup here right now.
Check the venue's website2026
23
LYAO WITH BIG IRISH JAY, JAY HOLLINGSWORTH!
7:00 PMSun, Sep 20$20 – $30
Clean Your Mouth Out
5:00 PMSun, Sep 20
LYAO WITH BIG IRISH JAY, JAY HOLLINGSWORTH!
9:30 PMSat, Sep 19$20 – $30
LYAO WITH BIG IRISH JAY, JAY HOLLINGSWORTH!
7:00 PMSat, Sep 19$20 – $30
LYAO WITH BIG IRISH JAY, JAY HOLLINGSWORTH!
9:30 PMFri, Sep 18$20 – $30
LYAO WITH BIG IRISH JAY, JAY HOLLINGSWORTH!
7:00 PMFri, Sep 18$20 – $30
Comedian Hamburger Live
7:00 PMSun, Sep 13$20
Monique Marvez
7:00 PMSun, Sep 13$20 – $30
Monique Marvez
9:30 PMSat, Sep 12$20 – $30
Monique Marvez
7:00 PMSat, Sep 12$20 – $30
Monique Marvez
9:30 PMFri, Sep 11$20 – $30
Monique Marvez
7:00 PMFri, Sep 11$20 – $30
Get Wild With Mope Williams
6:00 PMSun, Sep 6$10 – $15
Stand Up Comedy
7:30 PMThu, Sep 3
Just Like Bruddas Comedy Tour
7:00 PMSun, Aug 30$25 – $40
Dan Cass
9:30 PMSat, Aug 29
Dan Cass
7:00 PMSat, Aug 29
Dan Cass
9:30 PMFri, Aug 28
Dan Cass
7:00 PMFri, Aug 28
Sonal Aggarwal
9:30 PMThu, Aug 27
Sonal Aggarwal
7:00 PMThu, Aug 27
Las Locas National Latina Day
7:00 PMSat, Aug 22$20
Las Locas National Latina Day
7:00 PMFri, Aug 21$20
Every comedian who's been on a lineup at Riddles Comedy Club.