Name: Hollyween & The Boo Crew Season 3
Start: 2025-10-15T00:00:00Z
Location: Donny's Skybox Theater - Chicago

Chicago

<p>Back from the dead (again), it&#8217;s the third spook-tacular season of Silly Halloween Sketches. Join us as we celebrate Halloween with brand-new sketches filled with creepy chaos, haunted humor, and just the right amount of jump scares to keep you on your toes. There&#8217;s something in this season for every monster, ghoul, and comedy fan. New sketches. New scares. Same ridiculous show.</p>


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.

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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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<p>The Second City’s 113th Mainstage Revue <em>This Too Shall Slap</em> is a wild sketch comedy show that spins the familiar into the absurd&#8230; and makes the absurd feel oddly familiar. Performed by a hilarious six-person ensemble who specialize in chaos, charm, and comedic whiplash, this show will keep you laughing, guessing, and possibly questioning your entire reality. Join us for a night where nothing is what it seems. Except the laughter. That’s real.<strong>  </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>


This Too Shall Slap

<div class="ewa-rteLine">The first production of the Oat Milk Heads, That Tracks! is a witty sketch comedy show exploring characters, themes, and worlds inspired by public transit. From railway handcars to real-life trolley problems, That Tracks! blends absurdist characters with grounded satire, creating a dynamic and refreshing night of comedy.</div>
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<div class="ewa-rteLine">That Tracks! is an hour long sketch comedy show written and performed by Emily Jacobs, Jake Rhodes, Tricia Gigstad, and Danny De Los Santos, recent graduates of the Second City Grad Revue program. The show is directed by Eli Civetta and understudied by Casey Wells, fellow members of their Grad Revue cast.</div>
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Hollyween & The Boo Crew Season 3

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Donny's Skybox Theater - Chicago

Tickets starting at $20

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Visiting Productions

Hollyween & The Boo Crew Season 3

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Donny's Skybox Theater - Chicago

Tickets starting at .css-722v25{font-weight:var(--chakra-fontWeights-bold);}$20

Next Available Showtimes

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Tickets starting at $20