A ticket delivery delay is in place until 48 hours prior to event. Tickets will not be emailed until then.
DO NOT PURCHASE TICKETS FROM ANYONE OR ANY OTHER SITE OTHER THAN IMPROV.COM. TICKET RESALE IS STRICTLY PROHIBITED.
TICKETS SUSPECTED OF BEING PURCHASED FOR THE SOLE PURPOSE OF RESELLING MAY BE CANCELLED AT THE DISCRETION OF CHICAGO IMPROV.
EVENT INFO:
There is a two-item minimum purchase requirement in the showroom for all guests.
Seating is general admission, first-come, first-served, with the exception of groups and premium booths. Guests are allowed into our showroom up until 15 minutes after the show begins. We stop seating 15 minutes into the show due to the disruption caused to the performers. No exceptions, no refunds.
No cell phone use, photography or video recording is permitted during performances.
All sales are final.
MISCELLANOUS:
For group sales info, email our Events Manager to learn about special menu options and reserved seating.
Additional questions may be addressed in our Frequently Asked Questions.
For further assistance, contact Chicago Improv.
Fri Sep 26 2025
7:00 PM (Doors 5:30 PM)
$27.00 - $42.00
Ages 21+
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Big Jay Oakerson
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Big Jay Oakerson
Stand-up
Big Jay Oakerson is one of the most beloved and easily recognizable comedians working today. His laid-back style and dirty delivery are the signature marks of his comedy. Jay’s career spans two decades, starting in Philadelphia as a “comic’s comic” before rising mainstream fame in New York. Constantly touring the country, Jay has been a part of some of the biggest comedy festivals including Moontower, Bonnaroo, RockStar Energy Drink's Mayhem Fest, Gathering of the Juggalos, Funny or Die’s Oddball Festival. He has wowed audiences at the prestigious Just For Laughs Montreal festival an impressive four times, both on The Nasty Show and with his solo show, The American Storyteller. Most recently, he has been playing yearly on the hit Vegas sold out festival SkankFest, which Jay helps produce.
Every week, Jay co-host's “The Bonfire” alongside Bob Kelly on Radio Sirius XM 95 Monday through Thursday 6-8pm EST. He is also the co-host of two wildly popular podcasts “Legion of Skanks” with Luis J. Gomez and Dave Smith and “The SDR (Sex, Drugs & Rock & Roll) Show” with Ralph Sutton both on The Gas Digital Network.
On the screen, Jay has been featured on “This Is Not Happening” with Ari Shaffir, “Comedy Underground” with Dave Attell, FX’s Emmy winning “Louie”, “Inside Amy Schumer”, and “Late Night with Jimmy Fallon” & Conan O’Brien. Longtime fans of Jay’s will also remember him as Neil, the sexually ambiguous owner of a NYC rock club, on IFC’s “Z-Rock”, and from his appearances on Comedy Central's “Premium Blend”, “Comedy Central Presents” and “Tough Crowd with Colin Quinn”.
Jay’s debut hour special "Big Jay Oakerson: Live At Webster Hall" premiered on Comedy Central in 2016 and was filmed at the legendary music venue in New York City to provide the perfect heavy metal vibe for the show. Jay's comedy is raw, compelling and honest to the core, as he takes viewers on a journey of brutal truths. His second special premiered in 2018 as part of “The Degenerates” on Netflix and filmed in Las Vegas. Jay has also recorded 3 comedy albums on Comedy Central Records, “The Crowdwork Sessions: What’s Your F@#king Deal?! Volumes 1 & 2” which captures Jay’s raunchy, off-the-cuff essence with a full hour of crowdwork; and Jay’s first album, “An American Storyteller”, a one-hour onslaught of unbridled raunchy rock n' roll hilarity.
This year, Jay released his newest hour, “Dog Belly” on YouTube. The long-awaited special was executive produced by Ari Shaffir and shot during 2022’s SkankFest. In this special, Jay dives deep into his own life, ranging from his own sexual insecurities to being called a Nazi as a Jewish man.
$27.00 - $42.00 Ages 21+
A ticket delivery delay is in place until 48 hours prior to event. Tickets will not be emailed until then.
DO NOT PURCHASE TICKETS FROM ANYONE OR ANY OTHER SITE OTHER THAN IMPROV.COM. TICKET RESALE IS STRICTLY PROHIBITED.
TICKETS SUSPECTED OF BEING PURCHASED FOR THE SOLE PURPOSE OF RESELLING MAY BE CANCELLED AT THE DISCRETION OF CHICAGO IMPROV.
EVENT INFO:
There is a two-item minimum purchase requirement in the showroom for all guests.
Seating is general admission, first-come, first-served, with the exception of groups and premium booths. Guests are allowed into our showroom up until 15 minutes after the show begins. We stop seating 15 minutes into the show due to the disruption caused to the performers. No exceptions, no refunds.
No cell phone use, photography or video recording is permitted during performances.
All sales are final.
MISCELLANOUS:
For group sales info, email our Events Manager to learn about special menu options and reserved seating.
Additional questions may be addressed in our Frequently Asked Questions.
For further assistance, contact Chicago Improv.
DO NOT PURCHASE TICKETS FROM ANYONE OR ANY OTHER SITE OTHER THAN IMPROV.COM. TICKET RESALE IS STRICTLY PROHIBITED.
TICKETS SUSPECTED OF BEING PURCHASED FOR THE SOLE PURPOSE OF RESELLING MAY BE CANCELLED AT THE DISCRETION OF CHICAGO IMPROV.
EVENT INFO:
There is a two-item minimum purchase requirement in the showroom for all guests.
Seating is general admission, first-come, first-served, with the exception of groups and premium booths. Guests are allowed into our showroom up until 15 minutes after the show begins. We stop seating 15 minutes into the show due to the disruption caused to the performers. No exceptions, no refunds.
No cell phone use, photography or video recording is permitted during performances.
All sales are final.
MISCELLANOUS:
For group sales info, email our Events Manager to learn about special menu options and reserved seating.
Additional questions may be addressed in our Frequently Asked Questions.
For further assistance, contact Chicago Improv.
Big Jay Oakerson
Stand-up
Big Jay Oakerson is one of the most beloved and easily recognizable comedians working today. His laid-back style and dirty delivery are the signature marks of his comedy. Jay’s career spans two decades, starting in Philadelphia as a “comic’s comic” before rising mainstream fame in New York. Constantly touring the country, Jay has been a part of some of the biggest comedy festivals including Moontower, Bonnaroo, RockStar Energy Drink's Mayhem Fest, Gathering of the Juggalos, Funny or Die’s Oddball Festival. He has wowed audiences at the prestigious Just For Laughs Montreal festival an impressive four times, both on The Nasty Show and with his solo show, The American Storyteller. Most recently, he has been playing yearly on the hit Vegas sold out festival SkankFest, which Jay helps produce.
Every week, Jay co-host's “The Bonfire” alongside Bob Kelly on Radio Sirius XM 95 Monday through Thursday 6-8pm EST. He is also the co-host of two wildly popular podcasts “Legion of Skanks” with Luis J. Gomez and Dave Smith and “The SDR (Sex, Drugs & Rock & Roll) Show” with Ralph Sutton both on The Gas Digital Network.
On the screen, Jay has been featured on “This Is Not Happening” with Ari Shaffir, “Comedy Underground” with Dave Attell, FX’s Emmy winning “Louie”, “Inside Amy Schumer”, and “Late Night with Jimmy Fallon” & Conan O’Brien. Longtime fans of Jay’s will also remember him as Neil, the sexually ambiguous owner of a NYC rock club, on IFC’s “Z-Rock”, and from his appearances on Comedy Central's “Premium Blend”, “Comedy Central Presents” and “Tough Crowd with Colin Quinn”.
Jay’s debut hour special "Big Jay Oakerson: Live At Webster Hall" premiered on Comedy Central in 2016 and was filmed at the legendary music venue in New York City to provide the perfect heavy metal vibe for the show. Jay's comedy is raw, compelling and honest to the core, as he takes viewers on a journey of brutal truths. His second special premiered in 2018 as part of “The Degenerates” on Netflix and filmed in Las Vegas. Jay has also recorded 3 comedy albums on Comedy Central Records, “The Crowdwork Sessions: What’s Your F@#king Deal?! Volumes 1 & 2” which captures Jay’s raunchy, off-the-cuff essence with a full hour of crowdwork; and Jay’s first album, “An American Storyteller”, a one-hour onslaught of unbridled raunchy rock n' roll hilarity.
This year, Jay released his newest hour, “Dog Belly” on YouTube. The long-awaited special was executive produced by Ari Shaffir and shot during 2022’s SkankFest. In this special, Jay dives deep into his own life, ranging from his own sexual insecurities to being called a Nazi as a Jewish man.
Share With Friends