Upcoming Shows

Jewish Dating Live: April 27
Apr
27

Jewish Dating Live: April 27

Get ready for an evening of laughter and matchmaking as ChiTribe and Chutzpah in the Chi present Chicago Jewish Dating Live on April 27! Hosted by the funniest Jewish duo, Rebecca Joey Schwab & Seth Davis, this one-of-a-kind event combines stand-up comedy with a live dating game show featuring Chicago's most eligible Jewish singles.

This game show combines rounds like “Phone-Your-Parent”. Think wheel of fortune meets Jewperdy, featuring singles in their 20s and 30s.

Whether you're single, taken, or just a fan of good comedy, this event promises plenty of laughs and maybe even some unexpected matches.

Want to nominate your single friends? Or apply to be a contestant?

Fill out the application!!!

After the show, mingle with contestants and maybe introduce them to their perfect match—you might just be the ultimate Jewish matchmaker!

📅 Date: April 27
Time: 5–7 PM
🧑‍🤝‍🧑 Ages: Singles and Couples
📍 Location: TBA

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Chutzpah in the Chi: The Post-Purim Production
Mar
18

Chutzpah in the Chi: The Post-Purim Production

Purim might be over but that does not mean we have to stop laughing this March.

Join Chutzpah in Chi on March 18 at the iO Theatre for more unfiltered chutzpah featuring some of the city's funniest Jewish comics. This month the show is at the iO Theatre and capacity is limited (our Christmas Eve show sold out!) Secure your spot now and see you on the Chai (18th) of March. Hosted by Rebecca Joey Schwab, every month Chutzpah in the Chi travels throughout the Chicagoland area bringing Jewish joy and Jewish humor to the stage.

The Post-Purim Production Lineup: Emma Finn (2 Girls 1 Mitzvah Mic winner), Noah Wolf, and Lexi Costantini. 

Doors open at 7, the show is at 7:30pm. Grab your tickets now before prices go up ($20 in advance, $25 day of). Learn more at www.chutzpahinthechi.com

Featuring Chicago’s Funniest Jewish comics:

Emma Finn

Emma has only been doing comedy for a year, but her lifetime of mental illness and being the funny friend prepared her well. Her comedy is like her personality: down to earth with a healthy dose of sass and sarcasm. If that’s not enough to get you excited, just listen to what her family said: “wow.” “Genuinely laughed, I didn’t even have to fake it (and I was prepared to)” and “you REALLY have a talent for comedy, I had no idea.” Follow Emma on Instagram @emma__finn

Noah Wolf

Noah Wolf is a Chicago based actor and stand-up comedian. A graduate of The Second City and Columbia College, he has honed his craft both onstage and onscreen, building a diverse portfolio of work. Noah currently hosts a weekly comedy show and is represented by DDO Artists Agency. Follow Noah on Instagram @noahwolf__

Lexi Costantini 

Lexi Costantini is a one woman show, a Double D cup, and a triple threat. She started her comedy career over 10 years ago interning at The Comedy Bar and studying at The Second City. Since then, she’s cultivated a Jane-of-all-trades mentality with her performance style; having swam the waters of sketch, improv, stand up, musical comedy, burlesque, drag, voice-over, film, stage acting and musical theater. Most recently, she made her debut at comedy clubs in New Orleans, Austin, Dallas and Houston. Currently, she’s hostess with the mostest of Take A Shot Open Mic, which was nominated for Best Open Mic by the Chicago Reader in 2024. Lexi is an old soul, but also young at heart and therefore always confused. Follow Lexi on Instagram @leximakesyoulaugh

Hosted by: Rebecca Joey Schwab

Producer of Chutzpah in the Chi and Chicago’s most “Jewess” comedian, Rebecca brings Jewish joy to the Windy City by curating top-tier Jewish talent and hilarious shows that make the community kvell. Full of chutzpah, Rebecca performs all over the city, hustling to sharpen her stand-up skills. Rebecca is the co-founder and Executive Director of ChiTribe working to make Jewish spaces more accessible throughout the Chicagoland area. Rebecca is also the COO of the Windy City Comedy Festival, because why just do one thing? Follow Rebecca on Instagram @RebeccaJoeySchwab

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Chicago Jewish Dating Live
Feb
16

Chicago Jewish Dating Live

Get ready for an evening of laughter and Jewish Dating LIVE as ChiTribe and Chutzpah in the Chi present Chicago Jewish Dating Live! Hosted by Zach Liss, Rebecca Joey Schwab, and Seth Davis.

This show combines stand-up comedy with a live dating game show featuring some of Chicago's most eligible Jewish singles. Audience members can submit questions to the contestants, and two rounds will feature singles in their 20s and 30s. Whether you're single, taken, or just a fan of good comedy, grab a ticket now because you probably know someone for our contestants.

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Christmas Chutzpah
Dec
24

Christmas Chutzpah

🎄 Christmas Chutzpah Comedy Show

Celebrate the season with Chutzpah in the Chi, Chicago’s ONLY Jewish comedy showcase, featuring eight of the best Jewish comedians from the Windy City—one for each night of Chanukah! This festive edition, Christmas Chutzpah, kicks off the Chanukah season with laughter, heart, and a whole lot of chutzpah. Pre-game the Matzo Bash 2024 with Chicago’s only Jewish standup comedy show.

What’s Included?
🎤 Admission to the Christmas Chutzpah Comedy Show (6:30 PM - 8:30 PM)
🍸 Entry to the Matzo Bash with a cocktail reception
🥡 Delicious Chinese food—because it’s tradition!

Enjoy a lineup of incredible Jewish comedians sharing their best Jewish material, guaranteed to make your holidays brighter. After the comedy show, stick around for the Matzo Bash and keep the celebration going!

Get your tickets today and join us for a night of laughter, tradition, and community. Prices go up soon, so don’t wait—buy now!

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November Chutzpah in the Chi
Nov
18

November Chutzpah in the Chi

Come for the Jewish joy and stay for the best Jewish stand-up comedians in the city. Featuring: Ariel Julie, Josh Cahn, Rebecca Joey Schwab, and hosted by Yoni Heisler.
Doors open at 7:30 PM, and the show kicks off at 8:00 PM.
Tickets are $20 in advance and $25 on the day of the show, so grab yours early.


Capacity is limited (last month's show sold out!) Secure your spot now and see you on the Chai (18th) of November.

Find all the information about Chicago's only Jewish standup show at www.ChutzpahintheChi.com

Featuring Chicago’s funniest Jewish comics:

Ariel Julie:

Ariel Julie combines sass and crass in her brutally honest style of comedy and storytelling. At a towering 4’10”, Ariel Julie is proof that the best, funniest things can come in the smallest, most Jewish of packages. She has performed in comedy clubs and on festivals across the country, produces several shows in her hometown of Chicago, and her full hour, “Weiner Patrol” is available on YouTube. Ariel is also the founder and Artistic Director of the Windy City Comedy Festival launching August 2025.

Josh Cahn:

Recently awarded BEST New Jewish Comedian and performed in the same lineup as Dave Attell, Jeff Ross, Ari Shaffir, Jessica Kirson and more for a crowd of 4,000 people. Josh can be seen in the upcoming feature film, THE TOAST (opposite Jon Lovitz) & Super Bowl commercial for TIDE. Network & Studio Credits Include: HBO, NBC, Comedy Central, Adult Swim, AMC+, Amazon Prime, The Tonight Show (Sketches), 30+ Commercials and others. Josh performs stand-up all over the country and that for sure stresses out his mom.

Rebecca Joey Schwab:

Producer of Chutzpah in the Chi and Chicago’s newest “Jewess” comedian, Rebecca brings Jewish joy to the Windy City by curating top-tier Jewish talent and hilarious shows that make the community kvell. Full of chutzpah, Rebecca performs all over the city, hustling to sharpen her stand-up skills. Rebecca is the co-founder and Executive Director of ChiTribe working to make Jewish spaces more accessible throughout the Chicagoland area. Rebecca is also the COO of the Windy City Comedy Festival, because why just do one thing?

Hosted by Yoni Heisler:

Yoni Heisler is a Chicago-based stand-up who blends sharp one-liners with quirky observational humor. Currently a paid regular at Zanies in Chicago, Yoni has opened for headliners like Tim Dillon, Ali Macofsky and others. Yoni performs at clubs across the US, and has also performed at several festivals, including the Asheville Comedy Festival and Skankfest 

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2 Girls 1 Mitzvah Open Mic
Oct
22

2 Girls 1 Mitzvah Open Mic

Introducing Two Girls, One Mitzvah, a new monthly open mic at Graystone Tavern! This mic showcases a mix of local Jewish talent and fresh voices, creating a space for comedians to try out their best Jewish material with a great audience.

UPCOMING MIC: October 22, 7:30pm | Sign up in Advance for Capacity

Bring your Jewish and non-Jewish friends for the audience. This is a showcase of open mics, so we need a great crowd. Send them this link>>

Sign up in advance for your spot to be confirmed—space is limited, and we will be bringing an audience so you can practice your material in front of a crowd that gets it. 

The winner of this monthly mic will be awarded a special guest spot on the following month's Chutzpah in the Chi show. 

**This is not a space for antisemitism or politics. This is a space for Jewish culture and Jewish joy**

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[SOLD OUT] Chutzpah in the Chi: September 18 at aliveOne
Sep
17
to Sep 18

[SOLD OUT] Chutzpah in the Chi: September 18 at aliveOne

THIS SHOW IS CURRENTLY AT CAPACITY

Chutzpah in the Chi: September Showcase

September, 18 2024 at aliveOne in Lincoln Park | 7:30pm

Prepare for the High Holidays with Chutzpah in the Chi's September Show. This special September show brings together the best Jewish comedians for a night of hilarious kvetching and unfiltered humor about the real truths of being Jewish during High Holiday season.

Featuring a lineup of top Jewish comic: Joe Medoff, Lia Berman, Delilah Orizaba.

Special guest spot: Madison Burman

Hosted by: Rebecca Joey Schwab

Join us for an evening of laughter, community, and a bit of kvetching to get you through the holidays.

Cost:

  • $10 before the show

  • $15 day of/door [CURRENTLY AT CAPACITY]

Location: aliveOne in Lincoln Park

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Chutzpah in the Chi: August 21 at Graystone Tavern
Aug
21

Chutzpah in the Chi: August 21 at Graystone Tavern

Chutzpah in the Chi: August 21, 2024 | 7:30pm

Featuring: Becca Nix Tham, Ian Zeid, Adam Kwaselow

Hosted by: Rebecca Joey Schwab

Get ready for an evening of hilarious Jewish comedy that will make you kvell. This show lineup includes Ian Zaid, Adam Kwaselow and your host Rebecca Joey Schwab. Learn more about the Chutzpah Comedians here>>

As always, this show will be packed with humor, heart, and a lot of chutzpah!

Cost:

  • $10 all of July

  • $15 at the door

Happy Hour deals and some apps. Don't miss this unique comedy experience—get your tickets now. We need more Jewish comedy in this city, and it starts here.

TICKET SALES ON SALE NOW

 
 
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Kvetch Sess 2024: A Jewish Open Mic
Jul
25

Kvetch Sess 2024: A Jewish Open Mic

Chutzpah in the Chi: Open Mic/Audition Night

Are you a Jewish comedian looking to perform Jewish jokes for an audience that truly gets it—and get paid? Join us at Chutzpah in the Chi, a no-holds-barred, all-Jewish comedy show that skips politics and dives deep into inside Jewish humor. Sign up now!

Kvetch Sess 2024 Details:

  • Date: July 25

  • Time: 8:00 PM

  • Location: Graystone Tavern, Chicago

This special "Kvetch Sess" open mic is an audition to select 12 Jewish comedians for our 3 upcoming paid shows. You’ll have 4 minutes to deliver your best Jewish material in front of a mixed audience. Invite your friends for a fun night, and get your set filmed for free.

Future Shows:

  • August 21: Graystone Tavern, Lakeview, 7:30 PM

  • September 18: AliveOne, Lincoln Park, 7:30 PM

  • October: TBA (the high holidays really get in the way)

Interested but can’t make the audition? Fill out this form to be considered.

Email us at ChutzpahintheChi@gmail.com.

Produced and Hosted by Rebecca Joey Schwab (CEO of ChiTribe).

OPEN MIC SLOTS AVAILABLE NOW

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Chutzpah in the Chi: Our First Show! July 2024
Jul
10

Chutzpah in the Chi: Our First Show! July 2024

Chutzpah in the Chi: August 21, 2024 | 7:30pm

A Jewish Comedy Show featuring Shaily Hakimian & Rachel Thomashow

Hosted and Headlines Rebecca Joey Schwab, Queen of Jewish Chicago

Join Rebecca Joey Schwab for the first Chutzpah in the Chi. This show is invite only so request a seat now! This show will be a no-holds-barred, so Jewish it hurts, comedy show where she shares inside baseball Jewish humor and hilarious pandemic escapades. In this multimedia special launch event, expect laughs from her "Shtupped Stories" segment, Jewish job jokes, and anecdotes from her non-profit adventures.

Tickets:

$10 in June

$15 from July 1-9

$20 at the door, don't miss out on this unique comedy experience.

BYOB, snacks provided, and plenty of schmoozing!

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Upcoming Shows

(Exact Dates TBA)

Double Chai Chutzpah (36+ comics only, in the Suburbs)

Christmas Eve Chutzpah 2024 (10-12 comics)

Call Your Mother: Jewish Moms with Chutzpah (5 hot Mamas)

Queer Chutzpah (the LGBTQIA+ Series launching soon! 5-7 comics)

Jewish Matchmaking Live (February 2025, more info coming soon)

️The Not All Jews Are White Show (5+ Jewish comics of different backgrounds to showcase Jewish diversity beyond the bagels of America)

️ Jews Who Sing (Comedy and Music Show - special application process, reach out for more)

Hot Jews of Chicago 

Chicago Jewish Comedy Shows

Jewish comedy every month at different venues across Chicago, featuring the best Jewish comics (local and visiting)

Nice Jewish Boys Comics Chutzpah in the Chi
Nice Jewish Girls Comics Chutzpah in the Chi