Lil Chuck Boston

03/23/2026

🔥Coming to Lil Chuck at the Charles Playhouse THIS WEEKEND: Alaire Thomas is a NYC-based comedian, podcaster, and content creator with 2M+ followers, known for her hit podcast Yap & Strap and relatable, feel-good content. Now she’s hitting the stage for her debut comedy tour, bringing real-life stories and big laughs.

🎤 Don’t miss it: March 26 | 7PM

03/23/2026

You’re invited to SlapSchtick’s third annual Passover seder! And by seder, we mean sketch and improv show themed around all things Passover! Come for the brisket*, stay for the comedic takes on everyone’s favorite Exodus story.

🗓️ Thursday, April 16 @ 7:30 PM
📍 Lil Chuck at the Charles Playhouse

“Matzah Mia: Here We Go Again” is a 90-minute 2-act show full of cutting-edge improv structures and brilliantly funny sketches that everyone will enjoy, regardless of religion or ideology!

The show is exactly one week after Passover ends (and exactly one day after your taxes are due), so you can't possibly have anything else going on! Join the cast of SlapSchtick at Lil Chuck on Thursday, April 16th, at 7:30 p.m. Moshe’s granddaughter sees all of our shows, plus your ailing Bubbe already bought tickets for herself, so the least you could do is come keep her company!
Grab your tickets before they’re gone!

*Brisket will sadly not be provided.

199-Seat Live Comedy Theatre located beneath The Charles Playhouse in Boston, hosting the Best in Live Stand-up, Improv, & Theatrical Comedy.

01/22/2026

This weekend is the LAST performance of The Naked Magicians before they set off on an epic North American tour.

After 4 months in Boston, you have one more chance to see the naughtiest and funniest magic show on planet earth. Only at Lil Chuck!

You can wear clothes, but they wont...

Get tickets at LilChuckBoston.com

12/03/2025

🎄Looking for a new holiday tradition in Boston? Improv Asylum presents ‘Twas, a laugh-out-loud, family-friendly comedy inspired by the classic poem “‘Twas the Night Before Christmas” playing throughout the holidays every Saturday and Sunday in Boston’s Theater District at Lil Chuck at The Charles Playhouse.

Get tickets at LilChuckBoston.com

11/26/2025

Our incredible 'Twas cast is ready for all you turkeys to join them at the Lil Chuck THIS WEEKEND! 🦃 ➡️🎄

Saturdays | 🕰️ 3:00 PM & 5:00 PM 🗓️ 11/29 - 12/27
Sundays | 🕰️ 3:00 PM 🗓️ 11/30 - 12/28

Tickets on sale now at LilChuckBoston.com!

11/20/2025

Now “Playing” (with you)! Find out why good magicians don’t need sleeves, and great magicians don’t need pants. The world’s naughtiest and funniest magic show is now playing every weekend at The Charles Playhouse.

The Naked Magicians Tickets With a Las Vegas residency, a season on London’s West End, and seen in 250+ cities across the globe… Australia’s The Naked Magicians is undoubtedly the world’s funniest and naughtiest magic show! Witnessed by over 50 million on TV (NBC, ABC, FOX, CBS), including A...

11/20/2025

This Holiday Season ✨ Improv Asylum brings an ALL AGES improv show to the Lil Chuck at the Charles Playhouse! 'Twas! A laugh-out-loud, family-friendly comedy inspired by the classic poem “‘Twas the Night Before Christmas” playing throughout the holidays every Saturday and Sunday in Boston’s Theater District at Lil Chuck at The Charles Playhouse.

This show takes Clement Clark Moore’s timeless tale and flips it on its elf-sized head—mixing music, dance, improv, and holiday chaos into one unforgettable afternoon of laughter.

🎄 Tickets on sale now at LilChuckBoston.com!

11/18/2025

🎄Looking for a new holiday tradition in Boston? Improv Asylum presents ‘Twas, a laugh-out-loud, family-friendly comedy inspired by the classic poem “‘Twas the Night Before Christmas” playing throughout the holidays every Saturday and Sunday in Boston’s Theater District at Lil Chuck at The Charles Playhouse.

This show takes Clement Clark Moore’s timeless tale and flips it on its elf-sized head—mixing music, dance, improv, and holiday chaos into one unforgettable afternoon of laughter.

Get tickets at LilChuckBoston.com

11/10/2025

Looking for a new holiday tradition in Boston? Improv Asylum presents ‘Twas, a laugh-out-loud, family-friendly comedy inspired by the classic poem “‘Twas the Night Before Christmas” playing throughout the holidays every Saturday and Sunday in Boston’s Theater District at Lil Chuck at The Charles Playhouse.

This show takes Clement Clark Moore’s timeless tale and flips it on its elf-sized head—mixing music, dance, improv, and holiday chaos into one unforgettable afternoon of laughter.

Tickets on sale now at LilChuckBoston.com !

11/03/2025

🎄Looking for a new holiday tradition in Boston? Improv Asylum presents ‘Twas, a laugh-out-loud, family-friendly comedy inspired by the classic poem “‘Twas the Night Before Christmas” playing throughout the holidays every Saturday and Sunday in Boston’s Theater District at Lil Chuck at The Charles Playhouse.

This show takes Clement Clark Moore’s timeless tale and flips it on its elf-sized head—mixing music, dance, improv, and holiday chaos into one unforgettable afternoon of laughter.

Get tickets at LilChuckBoston.com !

10/29/2025

Improv Asylum presents: A new holiday tradition coming to the Lil Chuck at the Charles Playhouse! 'Twas! ✨

A fun-filled holiday show that takes the classic tale of Santa’s visit from “‘Twas the Night Before Christmas” to create ‘Twas – A Family-Friendly Holiday Improv Show, turning the poem on its pointed elf ears. Using audience-inspired suggestions and a cast of incredibly funny comedians, singers, and dancers, our friends over at Improv Asylum have baked up a fresh batch of family-friendly, holiday warmth and humor and brought it over to the Theater District!

Tickets on sale now at LilChuckBoston.com !