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Date(s)	Supertitle	Title	Subtitle	Venue
Sun, Nov 30 - Sun, Dec 28	iO Theater Presents	Harold Night	Using the Harold, an improvised story-telling format, iO's rockstar house teams will showcase the wonderful, strange, and thrilling art of Improv, making you second-guess if what you're seeing is truly made up on-the-spot.	The iO Theater	buy now »
Mon, Dec 1 - Mon, Dec 29	iO Theater Presents	The Armando Diaz Experience	Chicago's Longest Running Improv Comedy Show! Each week, actors will improvise a two act show based on the stories and monologues of a special guest host. This show was invented at iO in 1995 and has been running ever since.	The iO Theater	buy now »
Wed, Dec 3 - Wed, Dec 17	The iO Theater presents	DNA Saves the Rec Center!	DNA's Best of 2025 Sketch show is here, and if they do well enough, they're going to save the Rec Center, come on!	The iO Theater	buy now »
Wed, Dec 3	iO Theater presents	Extremely Laugh and Incredibly Jokes	The best stand up showcase in the world ever.	The iO Theater	buy now »
Wed, Dec 3 - Wed, Dec 31	iO Theater Presents	The FREE WEDNESDAY SHOW feat Dumb John and Birdlady	Come be a part of Chicago's most spoiled audience as you are treated to a free performance from iO's premiere long form ensembles: Dumb John, Birdlady, and a special guest team each week. FREE!	The iO Theater	buy now »
Wed, Dec 3 - Wed, Dec 17	iO Theater Presents	Green Room - An Improv Jam	A free community networking event designed to give local improvisers from all over the city a weekly opportunity to perform. Bring your own team and sign up for a set!	The iO Theater	buy now »
Wed, Dec 3 - Wed, Jan 28	iO Theater Presents	Loose Four: A Stand-Up Open Mic	Come sign up and try out your best material at iO's very own open-mic.	The iO Theater	buy now »
Thu, Dec 4 - Thu, Jan 29	iO Theater presents	Blueprint	Each week, a different cast member designs a bold new format and their fellow performers will learn about at the same time as the crowd. Expect the unexpected as we build something completely original, live, right before your eyes.	The iO Theater	buy now »
Thu, Dec 4 - Thu, Dec 11	iO Theater Presents	The Creamboy Show	Fast, funny, and frothy, The Creamboy Show is entirely improvised and features a different guest opener every week. Every show is completely different, so you can keep coming back for more!	The iO Theater	buy now »
Thu, Dec 4 - Thu, Dec 18	iO Theater Presents	Duluth: An Improvised Midwest Murder	Each week, Duluth will take you into the (completely improvised) world of true crime in the Midwest: criminals, cops, and the everyday idiots who get caught in-between. Prepare yourself for a world of mayhem, murder, and Minnesota accents.	The iO Theater	buy now »
Thu, Dec 4 - Thu, Dec 18	iO Theater Presents	Mission: Acceptable Saves Christmas (Yuletide Reckoning) – An Improvised Holiday Spy Thriller	A twist on our initial run, this is a zany, holiday-themed narrative improv show, incorporating elements of the broader winter-holiday mythos in each performance (not necessarily Christmas in particular).	iO Theater	buy now »
Thu, Dec 4 - Thu, Dec 18	iO Theater presents	Phony Award Winning presents: Improvised Rudolph	Phony Award Winning features the city's best musical improvisers. Each week the ensemble will perform a brand new show using the themes and musical style of the musical Rudolph. All based on audience suggestions.	The iO Theater	buy now »
Thu, Dec 4 - Thu, Dec 18	iO Theater presents	Sketch Playlist	A weekly all new sketch show.	The iO Theater	buy now »
Fri, Dec 5 - Fri, Dec 26	iO Theater Presents	Devil's Daughter	This award-winning improv team has their own unique spin on a classic improv form that features an artistic style and a dastardly sense of humor.	The iO Theater	buy now »
Fri, Dec 5 - Sat, Mar 28	iO Theater Presents	Improvised Shakespeare Chicago	The Improvised Shakespeare Company® proudly presents its critically-acclaimed, long-running hit show Improvised Shakespeare Chicago now in it’s 18th year! A brand new Shakespearean masterpiece created right before your very eyes.	The iO Theater	buy now »
Fri, Dec 5 - Fri, Dec 19	The iO Theater presents	Joystick presents: YEAR IN REVIEW	Celebrate the holiday season and the end of 2025 with Year in Revue, a journey through the best sketch comedy by Joystick in this year. Joystick is iO’s premier sketch ensemble, composed of some of the theater’s sharpest writers and performers.	The iO Theater	buy now »
Fri, Dec 5 - Fri, Dec 26	iO Theater Presents	Kohl's Cash: TGIF (That's Good Improv Fridays)	Every Friday iO house team "Kohl's Cash" presents a completely original show based on your suggestions.	The iO Theater	buy now »
Fri, Dec 5 - Fri, Dec 12	The iO Theater presents	Paranormal Festivity	Paranormal Festivity is a night of Holiday Horror! Join us as we present an Improvised Found Footage Horror piece unlike anything you've ever seen before! There will be ghouls, ghosts, Santas, and so much more!	The iO Theater	buy now »
Sat, Dec 6 - Sat, Dec 13	iO Theater presents	SAND	Experience a night of unscripted excitement with one of Chicago's most talented improv groups!	The iO Theater	buy now »
Sat, Dec 6 - Sat, Dec 20	iO Theater Presents	The Early Bird Special Jam	All improv students from across Chicago are welcome to come jam, and get long-form reps at a sensible time.	The iO Theater	buy now »
Sat, Dec 6	iO Theater Presents	ESCÁNDALO!	A Latine variety show PA LA CULTURA! ESCANDALO is your weekly escape into the heart of Latine culture in Chicago. We're a collective with a mission of creating a welcoming and inclusive space for everyone!	The iO Theater	buy now »
Sat, Dec 6 - Tue, Dec 23	iO Theater Presents	Holidays from Hell	Put your holiday stress aside as you watch Chicago's best comedians and improvisers make light of guest storytellers’ horrific holiday stories.	iO Theater	buy now »
Sat, Dec 6 - Sat, Dec 27	iO Theater Presents	Improvised Jane Austen	Improvised Jane Austen is a comedic ensemble that creates unscripted performances using Jane Austen's tropes, themes, and language to create a satirical romantic comedy set in Regency-era England.	The iO Theater	buy now »
Sat, Dec 6 - Sat, Jan 31	iO Theater Presents	Whirled News Tonight	Improv ripped right from the headlines! Audience members choose their favorite top news stories of the week this team of experienced improvisers create fast-paced, topical commentary! WSJ Improv Style!	The iO Theater	buy now »
Wed, Dec 10	iO Theater Presents	The Gist	So the gist is… this is a sketch revue where all of the sketches are improvised for the very first time in front of you, the audience. When the lights come up, each performer will set their scene and cast their characters.	The iO Theater	buy now »
Wed, Dec 10	The iO Theater presents	Imps & Improv: An Improvised RPG Show	Using a mix of dice and long-form improv, I & I brings the fun of tabletop roleplaying games to the stage. Players attempt to guide their characters through a perilous quest based on an audience suggestion, all brought to life by a team of improviser	iO Theater	buy now »
Sat, Dec 13	The iO Theater presents	Holiday Musical Spectacular	A one night only musical extravaganza featuring Lisa Burton, Carla Stickler and many special guests!	The iO Theater	buy now »
Wed, Dec 17	iO Theater presents	People Presenting Things	An improvised comedy show where comedians present slideshows they've never seen. With shows in Dallas, New York, and Chicago, you won't want to miss!	The iO Theater	buy now »
Thu, Dec 18	The iO Theater presents	The 4th Annual Dumb John Spaghetti Dinner: Christmas Special	Please join Dumb John for the 4th Annual Spaghetti Dinner, a night of laughter, love, comedy, music, improv, laughter, community, fellowship, gathering, fun, and of course, Spaghetti.	iO Theater	buy now »
Sat, Dec 20	The iO Theater presents	One Night! One Woman! One Wonderful Life!	Witness the ONLY one woman adaptation of the classic screenplay It's A Wonderful Life!	The iO Theater	buy now »
Sat, Jan 10 - Sat, Feb 28	iO Theater presents	Harolds After Dark	New Teams Performing iO’s signature form! Mondays at 10pm!	The iO Theater	buy now »
Wed, Jan 14	The iO Theater presents	This Year In Music	This Year in Music is back! This show gathers singers, dancers, storytellers, comedians, and more from around Chicago to rejoice in their own versions of the best songs of a particular year. For this show, we are celebrating all of the hits of 2013!	The iO Theater	buy now »
Fri, Jan 30 - Sat, Jan 31	The iO Theater presents	It Seems Today - An Improvised Episode of Family Guy	The hit New York improv shows comes to Chicago for two nights only! Witness a brand new episode of Family Guy improvised right before your eyes, by only two improvisers!	The iO Theater	buy now »
Wed, Dec 3 - Wed, Jan 28	The iO Theater presents:	The Orbit	The Orbit is Chicago’s only improv show performed in the round. This 45-minute avant-garde experience takes the audience on a full-circle journey, showcasing a bold new form designed for 360-degree play	The iO Theater	buy now »
Sun, Nov 30 - Sun, Dec 28	The iO Theater presents:	Deep Schwa	Chicago's longest-running Harold team returns to iO to bring their unique blend of chaos and creativity to iO's signature form The Harold melding games, songs, and scenes for singular, edge-of-your-seat improv comedy.	The iO Theater	buy now »
Sun, Nov 30 - Sun, Dec 21	iO Training Center Presents	Level 5 Grad Showcases	Come see the culmination of the critically acclaimed iO Training Center during our final showcase performance run.	The iO Theater	buy now »
Sun, Nov 30 - Sat, Mar 28	Malarkey Comedy presents	ComedySportz	The Ultimate Comedy Competition	Kingsbury Theater at iO	buy now »
Thu, Dec 4	Malarkey Comedy presents	Hypnotist Chris Jones presents Yes And... Hypnosis		Kingsbury Theater at iO	buy now »
Sat, Dec 6 - Sat, Dec 27	Malarkey Comedy presents	Honk!		Kingsbury Theater at iO	buy now »
Wed, Dec 10 - Wed, Dec 17	Malarkey Comedy presents	...& Sometimes Dragons	A Real-Play D&D Adventure	Kingsbury Theater at iO	buy now »
Mon, Dec 15	Malarkey Comedy presents	Magic Mondays	with John Sturk	Kingsbury Theater at iO	buy now »
Sun, Nov 30 - Sun, Dec 14	New Team Smell Presents	$5 Power Hour	These brand-new teams will deliver a guaranteed night filled with notes of laughter, creaky bentwood chairs, and a hint of flannel shirts in this historic incubator for comedy's rising stars.	The iO Theater	buy now »

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