Name: Compass Party: Second City’s Improv Ensemble Night
Start: 2025-05-16T00:00:00Z
Location: The Second City New York Blackbox Theater

New York

Compass Party is a night of improvisation and comedic acts put on by some of our most talented and up-and-coming improvisers from the Training Center.  Each ensemble presents a mix bag of short form and long form structured improv sets and is coached by one of our incredible faculty members!

The Second City New York Blackbox Theater

Characters, scenes, and songs created on the spot by our ensemble and based on your suggestions. You never know what might happen next...and neither do they! An improv show at The Second City is a lively, interactive event featuring the best improvisers in the world.

Improv

A sketch is a short, scripted comedy scene. Think Key and Peele or SNL. Some people might call it a "skit," but we never do. Chicago is the home of modern sketch comedy, and today, you can experience it at all Second City locations.

Sketch Comedy

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Compass Party: Second City’s Improv Ensemble Night

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<h4 style="text-align: center;">THE PERFECT PRESENT</h4>

Spend the night with The Second City! This brand-new show (consensually) roasts everything that turns us on &#8211; and off &#8211; about love, dating, and relationships. From meet-cutes and awkward one-night stands to getting ghosted like you&#8217;re Patrick Swayze making pottery, The Second City Swipes Right is your ultimate comedy date night. So, whether you&#8217;re locked in, single af, or in a “situationship,” laugh your way through the chaos with an electric cast serving The Second City’s world-famous brand of sketch, music, and improv comedy. It&#8217;s giving hilarity, it&#8217;s giving relatable, it&#8217;s giving… a night you don&#8217;t want to miss.

Swipes Right: The Second City New York’s Incomplete Guide to Dating

The Second City celebrates year one in New York with a high-energy mix of our signature improv comedy alongside hilarious songs, classic characters, and vintage sketches &#8211; handpicked from our comedy archive, written by some of the funniest minds on the planet, and remixed by Brooklyn’s boldest comedic voices.
From the stages that launched icons like Tina Fey, Stephen Colbert, Steve Carell, Keegan-Michael Key, and so many more comes Sketch and The City performed by our unstoppable New York cast. Step into the comedy legacy that’s been changing the game for 65 years.

Sketch and the City

Monroe Martin has spent his whole life dodging—problems, responsibilities, even success. In The Escape Artist, he’s finally turning around to face it all… and making it hilarious.
With his signature mix of sharp storytelling, raw honesty, and effortless charm, Monroe dives into the chaos of his past—his family, the foster care system, and all the ridiculous ways he’s tried (and failed) to outrun life. It’s real, it’s funny, and it’s Monroe at his most unfiltered.

Monroe Martin: The Escape Artist

The Infinite Wrench is a dynamic, mind-bending barrage of 30 original plays that the NY Neo-Futurists try to perform within a single hour. Each play offers something different, be it funny, profound, elegant, disgusting, topical, irrelevant, terrifying, or a song. All are truthful and tackle the here-and-now, inspired by the lived experiences of the performers. With new plays and new combinations of plays every performance, The Infinite Wrench is the Neo-Futurists’ ongoing and ever-changing attempt to shift the conventions of live performance and challenge the fourth wall head-on.

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Compass Party: Second City’s Improv Ensemble Night

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The Second City New York Blackbox Theater

Tickets starting at $10

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Visiting Productions

Compass Party: Second City’s Improv Ensemble Night

Venue

The Second City New York Blackbox Theater

Tickets starting at .css-722v25{font-weight:var(--chakra-fontWeights-bold);}$10

Next Available Showtimes

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Tickets starting at $10