Name: Sketch Playlist Night Live
Start: 2026-10-04T03:00:26.025Z
End: 2026-10-04T03:00:26.025Z
Location: Donny's Skybox Theater - Chicago

Chicago

<div>Celebrate the two-year anniversary of Sketch Playlist with SKETCH PLAYLIST NIGHT LIVE featuring a night full of sketches written and performed by our talented ensemble members… we’re getting them ready for their future Saturday Night Live debuts with an ode to the SNL show format. You’ll see sketch comedy, characters, digital sketches, musical comedy, and maybe even Lorne Michaels… all to celebrate the 158+ writers, performers and directors who have performed with us over the past two years.</div>
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<div>If you’ve seen a Sketch Playlist show before this one, you’ll love it!</div>
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<div>If you haven’t seen a Sketch Playlist show yet, you’ll love it!</div>
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<div>To learn more, follow Sketch Playlist on Instagram @sketchplaylist.</div>


Donny's Skybox Theater - Chicago

These non-Second City productions are original works created and produced by guest performers and ensembles. With limited runs, these performances allow for complete creative freedom and may feature artists of any experience level.

Guest Performance

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

Sketch Playlist Night Live

<p>The Second City&#8217;s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast cranks the amps and stage dives headfirst into the chaos with blistering sketch comedy, unpredictable improv, explosive live music, and absolutely zero chill. Cathartic and wildly funny, brace for pandemonium and join us for a night of full-volume hilarity. Come scream into the abyss with us.</p>
<p><strong>Group of 16 or more? We’ll make it easy: <a href="https://www.secondcity.com/group-events" target="_blank" rel="noopener">Contact Us for Group Events</a></strong></p>


Pandemonium, Please Hold

<p><em>Reality Detox: The Improv Experience</em> is a high-energy night of improvisation from The Second City, with a few sketch surprises mixed in along the way. Built fresh each night and shaped by the people in the room, every performance is different from the last. Funny, fast, and wildly unpredictable, it&#8217;s a chance to escape reality and enjoy a night of laughter. Come be part of the comedy magic.</p>
<p><strong><a href="https://www.secondcity.com/cast-and-crew-etc-2">Meet the Cast &amp; Crew</a></strong></p>
<p><strong>Group of 16 or more? We’ll make it easy: <a href="https://www.secondcity.com/group-events" target="_blank" rel="noopener">Contact Us for Group Events</a></strong></p>


Reality Detox: The Improv Experience

<p>The Best of The Second City: Chicago-Style is a fast-paced sketch and improv comedy revue from The Second City featuring classic scenes from its legendary archives alongside fresh material from today’s ensemble. Blending sharp satire, iconic characters, and spontaneous audience-driven improv, it delivers a high-energy night of quintessential Chicago comedy.</p>
<p><strong>Group of 16 or more? We’ll make it easy: <a href="https://www.secondcity.com/group-events" target="_blank" rel="noopener">Contact Us for Group Events</a></strong></p>


The Best of The Second City: Chicago Style

<p>Fleeced &amp; Friends is an hour of hilarious lessons that you wish the puppets of your childhood would have told you about. Each week our talented cast of puppets will create an entire show based on an audience inspired letter and word of the day! Plus we’ve got some talented friends that we can’t wait for you to meet.</p>


Fleeced & Friends

<div>Condemned to a Life is a darkly funny, deeply human solo show about family, resilience, and the stories we&#8217;re told about ourselves. With humor, honesty, and a cast of expressive puppets portraying every other character, Amy recounts an unconventional childhood alongside her brother, a life-altering accident, and the forces that send their lives in dramatically different directions. Part memoir, part childlike imagination, the show examines the labels we inherit and the stories we come to believe about ourselves, asking whether we have the power to define ourselves, even when the world has already decided who we are.</div>
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<div>Written &amp; Performed by Amy Kraft</div>
<div>Puppetry by Noah Ginex</div>
<div>Director: Vishaal Desai</div>
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<div><b>15+ Contains mature themes, coarse language, discussions of addiction, mental illness, trauma, incarceration</b></div>


Condemned to a Life

<p><span data-teams="true">Use Promo Code: <strong>DeICE</strong> for Free Admission</span></p>
<p>Celebrating Bob Curry and Victor Wong Fellows from the beginning to right now. This show is a platform for all performers of color to play, workshop and learn from each other and grow together. Every style of comedy is welcome and we can’t wait to hear your voice.</p>
<p>Come watch, come play.</p>
<p>Looking to perform in The Fellowship Show? <strong><a href="https://forms.cloud.microsoft/r/nKiEwTEi6z" target="_blank" rel="noopener">Register Here</a></strong></p>


Fellowship Thursdays

<p>Funny Business is BACK for another day at the improv factory. But this time, they’ve slathered on SPF 120 to bring you Business Casualties: SUMMER EDITION. Watch these sharply dressed professionals step out of their cubicles for 45 minutes of pure, uncut improv inspired by your craziest summer jobs.</p>
<p>Did you get blamed for the brain freeze when you worked the snow cone stand? Did you get yelled at by the parents of bratty kids when you were a lifeguard? Did you swelter in a suit going door-to-door trying to guilt someone’s grandma into buying CutCo knives? Clock in and tell us about it!</p>


Business Casualties

Coached Ensembles

<p>The Chicago Comedy hour is a comedy variety show featuring sketch, improv and stand up from some of the best up and coming comedians in Chicago.<br />
Featuring: Danny Neary, Sean Delaney, Caroline Hendricks, Ally Neff, Abe Arnold</p>


Chicago Comedy Hour

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Sketch Playlist Night Live

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Donny's Skybox Theater - Chicago

Tickets starting at $25

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Sketch Playlist Night Live

Venue

Donny's Skybox Theater - Chicago

Tickets starting at .css-722v25{font-weight:var(--chakra-fontWeights-bold);}$25

Next Available Showtimes

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Tickets starting at $25