Comedy Legends Coming to Chicago in 2026

DERIC CAHILL

|

JOSH THOMAS

|

CHRISTINA P

|

GABBY BRYAN

|

THERAPY GECKO

|

MARTIN AMINI

|

JIM NORTON

|

SHANNON FIEDLER

|

DAVID KOECHNER

|

RAYNA GREENBERG

|

DERIC CAHILL | JOSH THOMAS | CHRISTINA P | GABBY BRYAN | THERAPY GECKO | MARTIN AMINI | JIM NORTON | SHANNON FIEDLER | DAVID KOECHNER | RAYNA GREENBERG |

Comedy Legends Coming to Chicago in 2026

Chicago continues to be one of the best cities in the country for live stand-up comedy. With a rich comedy history and a constant lineup of touring performers, the city regularly hosts some of the biggest names in stand-up.

If you're searching for comedians coming to Chicago in 2026, here are some of the standout performers you can see live at The Den Theatre


Watch & Follow

INSTAGRAM

Sammy Obeid

Stand-up comedian Sammy Obeid is known for his sharp, intelligent humor and impressive background in mathematics.

Obeid gained national recognition after appearing on shows like Last Comic Standing and has since built a strong following through his stand-up tours and online content. His comedy often blends logic, storytelling, and clever observations, making his performances both thought-provoking and highly entertaining.


Watch & Follow

INSTAGRAM

David Koechner

Comedy veteran David Koechner is widely recognized for his roles in Anchorman, The Office, and Saturday Night Live.

In addition to his film and television work, Koechner has spent decades performing stand-up comedy. His live shows blend storytelling, improvisation, and character-driven humor that showcase his range as a performer.


Watch & Follow

INSTAGRAM

Jim Norton

Legendary stand-up comedian Jim Norton remains one of the most influential voices in modern comedy.

Known for his fearless honesty and sharp delivery, Norton has released multiple stand-up specials and built a devoted fan base through radio, podcasts, and touring. His performances are known for being raw, unfiltered, and consistently engaging.


Watch & Follow

INSTAGRAM

Martin Amini

Comedian Martin Amini has quickly become one of the most exciting rising voices in stand-up comedy.

Drawing from his multicultural background, Amini delivers a unique comedic perspective that resonates with audiences across the country. In addition to touring internationally, he is the founder of Room 808, a comedy club that has become a major hub for stand-up in Washington, D.C.


Watch & Follow

INSTAGRAM

James Austin Johnson

Comedian and actor James Austin Johnson has gained national attention as a cast member on Saturday Night Live.

Known for his spot-on impressions and sharp comedic timing, Johnson has quickly become one of the most recognizable rising stars in comedy. His stand-up performances combine impressions, storytelling, and observational humor.


Watch & Follow

INSTAGRAM

Christina P

Stand-up comedian and podcast star Christina Pazsitzky is best known for co-hosting the hit podcast Your Mom’s House.

Christina P has built a dedicated fan base through her stand-up specials and podcasting success. Her comedy focuses on relationships, parenting, and everyday life, delivered with her signature blunt and relatable style.

Her upcoming show is one of the top comedy events in Chicago this year.


Watch & Follow

INSTAGRAM

Joe Dombrowski

Comedian Joe Dombrowski has become one of the fastest-rising comedians in the country thanks to his viral content and high-energy performances.

Known for his hilarious stories about teaching and audience interaction, Dombrowski has sold out shows across the U.S. His live performances are interactive, fast-paced, and consistently entertaining.



Carly Kazmer