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Music & Comedy
Gus Constantellis at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Gus Constantellis (he/they) is a gay,…
Friday, May 8th
9:00 p.m. – 10:30 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & Comedy, Theatre & Performing Arts
Voila: The Improvised Musical
iO Chicago presents: a fully made-up, off-off-off Broadway style musical every Friday at 10pm in the Fremont Theater. Spend your Friday night with us. See…
Friday, May 8th
10:00 p.m. – 11:30 p.m.The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,Music & Comedy, Theatre & Performing Arts
Hitch*Cocktails
A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…
Friday, May 8th
10:00 p.m. – 11:30 p.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.Theatre & Performing Arts
CHICAGO the Musical
CHICAGO is still the one musical with everything that makes Broadway shimmy-shake: a universal tale of fame, fortune, and all that jazz, with one showstopping…
Theatre & Performing Arts
The 8th Dwarf
Binkley, an outsider dwarf from the Kingdom of Magical Land, is quiet, timid and scared of the dark — not exactly the best characteristics for…
Saturday, May 9th
2:00 p.m. – 3:00 p.m.Bughouse Theater
1910 West Irving Park RoadTheatre & Performing Arts
Out Here
Life happens outside of your comfort zone. Out Here is a world-premiere musical, a thrilling collaboration between Court Theatre and the University of Chicago, and an intimate…
Saturday, May 9th
2:00 p.m. – 4:00 p.m.Court Theatre
5535 S. Ellis, Chicago, IL, 60637Theatre & Performing Arts
Sesame Street Live: Elmo’s Got The Moves
Make unforgettable memories with your little ones at Elmo’s Got the Moves—the all-new Sesame Street Live show coming to The Chicago Theatre on Saturday, May…
Saturday, May 9th
2:00 p.m. – 4:00 p.m.The Chicago Theatre
175 N. StateMusic & Comedy
Disclosure: Spring 2026 North America Tour
Multi-Platinum duo Disclosure will perform live at The Salt Shed Outdoors on May 8-10, 2026.
Saturday, May 9th
6:30 p.m. – 9:30 p.m.The Salt Shed
1357 N Elston Ave, Chicago, ILMusic & Comedy, Theatre & Performing Arts
The Infinite Wrench
Don’t miss the longest running late-night show in Chicago! At The Infinite Wrench you’ll see 30 original plays in 60 minutes written and performed by…
Saturday, May 9th
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.Music & Comedy
Gus Constantellis at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Gus Constantellis (he/they) is a gay,…
Saturday, May 9th
7:00 p.m. – 8:30 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & Comedy, Theatre & Performing Arts
Baby Wants Candy! The Original Completely Improvised Musical
“CRITICS’ PICK. TRULY AMAZING!” – New York Times “BEST VISITING IMPROV COMEDY!”– TimeOut NY “HIGHLY RECOMMENDED!” – The Onion “★★★★★” THEY ARE AN ENTERTAINMENT PHENOMENON AND I…
Music & Comedy, Theatre & Performing Arts
Clued In
After getting a single suggestion, the cast of six professional comedians asks the audience to choose a detective. Enjoy as they invent a tale of…
Saturday, May 9th
7:30 p.m. – 8:30 p.m.The Second City
1616 N. Wells St., Theater on the Second FloorTheatre & Performing Arts
The Improvised Shakespeare Company®
The Improvised Shakespeare Company® proudly presents its critically-acclaimed, long-running hit show Improvised Shakespeare Chicago, now in its 19th year! Join us for an evening of…
Theatre & Performing Arts
Out Here
Life happens outside of your comfort zone. Out Here is a world-premiere musical, a thrilling collaboration between Court Theatre and the University of Chicago, and an intimate…
Saturday, May 9th
7:30 p.m. – 9:30 p.m.Court Theatre
5535 S. Ellis, Chicago, IL, 60637Theatre & Performing Arts
The Lincoln Lodge
The Lincoln Lodge stand-up comedy and variety showcase plays every Friday and Saturday night in Chicago’s glamorous Logan Square! In addition to The Lodge’s rotating…
Saturday, May 9th
8:00 p.m. – 9:30 p.m.The Lincoln Lodge Theater
2040 N. Milwaukee Ave.Music & Comedy
Alejandro Fernandez – de Rey a Rey Tour
Alejandro Fernández is bringing his de Rey a Rey tour, a tribute to the music of his late father, the legendary Vicente Fernández, to Allstate…
Saturday, May 9th
8:30 p.m. – 11:30 p.m.Allstate Arena
6920 Mannheim RoadMusic & Comedy
Gus Constantellis at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Gus Constantellis (he/they) is a gay,…
Saturday, May 9th
9:00 p.m. – 10:30 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & Comedy
Secret Sketch Show
Shhhhh! It’s a secret! Don’t tell anyone but your favorite iO performers are hosting a wild night of variety and sketch. Secret sketch show is…
Music & Comedy, Theatre & Performing Arts
Best Of Annoyance Sketch
Enjoy the best sketch comedy Chicago has to offer! The Annoyance Theatre has been at the crux of the comedy scene in Chicago for over…
Saturday, May 9th
9:30 p.m. – 10:30 p.m.The Annoyance Theatre
851 W. Belmont Ave.Theatre & Performing Arts
CHICAGO the Musical
CHICAGO is still the one musical with everything that makes Broadway shimmy-shake: a universal tale of fame, fortune, and all that jazz, with one showstopping…
Theatre & Performing Arts
The 8th Dwarf
Binkley, an outsider dwarf from the Kingdom of Magical Land, is quiet, timid and scared of the dark — not exactly the best characteristics for…
Sunday, May 10th
2:00 p.m. – 3:00 p.m.Bughouse Theater
1910 West Irving Park RoadTheatre & Performing Arts
Out Here
Life happens outside of your comfort zone. Out Here is a world-premiere musical, a thrilling collaboration between Court Theatre and the University of Chicago, and an intimate…
Sunday, May 10th
2:00 p.m. – 4:00 p.m.Court Theatre
5535 S. Ellis, Chicago, IL, 60637Theatre & Performing Arts
Windfall
This is a story about money. Don’t let them fool you otherwise. When a father loses his child in a clash with the local police,…
Sunday, May 10th
3:00 p.m. – 5:00 p.m.Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614Music & Comedy
Disclosure: Spring 2026 North America Tour
Multi-Platinum duo Disclosure will perform live at The Salt Shed Outdoors on May 8-10, 2026.
Sunday, May 10th
6:30 p.m. – 9:30 p.m.The Salt Shed
1357 N Elston Ave, Chicago, IL

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