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Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
The Swingin’ Sisters: Suite!
The “Swingin’ Sisters! When Carolyn Broquet, Tirzah Joy and Barbara Smith join voices then the magic happens. Their repertoire from the Boswell Sisters, and the…
Thursday, May 14th
7:30 p.m.The Checkout
4116 N. Clark St.Music & Comedy, Theatre & Performing Arts
Dark Side of the Pillow Sketch Comedy Show
The thoughts you have at 2 a.m.? We put them on stage. Looking for a night out that feels unmistakably Chicago? Dark Side of the…
Thursday, May 14th
7:30 p.m. – 8:30 p.m.The De Matt Theater at The Second City
230 W North AveMusic & Comedy, Theatre & Performing Arts
“Going Bacharach” Presents the Greatest Hits of Bacharach at the Apollo Theater
Rediscover the soundtrack of a lifetime with GOING BACHARACH, a vibrant new revue, direct from a sold-out run in New York, celebrating the legacy of…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Elisa Carlson — Piano Bar
Elisa Carlson is an accomplished singer/multi-instrumentalist who performs as a piano bar entertainer in Chicago and around the world. She specializes in high-energy, request-driven, sing-along…
Thursday, May 14th
7:30 p.m. – 11:30 p.m.The Redhead Piano Bar
16 W Ontario stMusic & Comedy
Cosmic Comedy Hour
Cosmic Comedy Hour is a one-hour live comedy show that combines magic, improv, and theatrical comedy into one fast-paced experience. Unlike traditional comedy shows, this…
Thursday, May 14th
8:00 p.m. – 9:00 p.m.cosmic underground theater
3433 W Fullerton AveMusic & Comedy
Picardía: Comedia Estandup en Español
Picardía los invita a reir y disfrutar de la comedia estandup en su idioma: ¡ el Español Picardía: Comedia Estandup en Español les presenta a los mejores…
Thursday, May 14th
8:00 p.m. – 9:30 p.m.The Lincoln Lodge
2040 N Milwaukee Ave, Chicago, IL 60647, United StatesMusic & Comedy, Theatre & Performing Arts
moonwatchers
It is Rocco and Allen’s job to watch the moon, and it is really quite boring. Night after night, they time the sequences exactly –…
Thursday, May 14th
8:00 p.m. – Sunday, May 31st
2:30 p.m.Greenhouse Theater Center
2257 North Lincoln AvenueMusic & Comedy
Roast Battle at Zanies
Roast Battle Is @ Zanies Chicago! From the hit Comedy Central series, Roast Battle, brought to you by the team with over 200,000 online followers, Roast Battle…
Music & Comedy
Bring Me The Horizon – Ascension Program 2 Tour
Bring Me The Horizon is scheduled to perform in Rosemont, IL, on Friday, May 15, 2026, at the Allstate Arena. The concert is part of…
Friday, May 15th
6:00 p.m. – 11:00 p.m.Allstate Arena
6920 Mannheim RoadMusic & Comedy
Dance Gavin Dance & The Fall of Troy
Dance Gavin Dance is set to perform at the Riviera Theatre in Chicago on Friday, May 15, 2026. This date features special guests The Fall…
Friday, May 15th
6:00 p.m. – 11:00 p.m.The Riveria Theater
4746 N Racine AveFestivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Lou Ella Rose and Friends — The Great Filipino Songbook
The Great Filipino Songbook beckons you into the Golden Age of Filipino song, where tender kundimans and stirring melodies shaped a people’s identity. Reimagined by…
Friday, May 15th
7:00 p.m.Epiphany Center for the Arts
201 South Ashland AvenueMusic & 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…
Friday, May 15th
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.Music & Comedy
Buena Onda Comedy
A stand-up show focused on highlighting Latin comedic talent and good vibes! Buena Onda turns two! Two years of risas, comunidad and good vibes Come…
Friday, May 15th
7:00 p.m. – 8:30 p.m.The Lincoln Lodge
2040 N Milwaukee Ave, Chicago, IL 60647, United StatesMusic & Comedy
Big Dogs: Red Rocket
The WINNERS of The Original Improv Gladiators, Season 39 are ready for their big mission; they’ll shoot for the moon, they’ll bring out all the…
Music & Comedy
Devil’s Daughter
The hottest show in town, Devil’s Daughter, features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…
Music & Comedy
Lavelle Dontae at The Comedy Bar
2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Please note: This is a special…
Friday, May 15th
7:30 p.m. – 9:00 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & Comedy, Theatre & Performing Arts
“Going Bacharach” Presents the Greatest Hits of Bacharach at the Apollo Theater
Rediscover the soundtrack of a lifetime with GOING BACHARACH, a vibrant new revue, direct from a sold-out run in New York, celebrating the legacy of…
Music & Comedy
Charlie Puth – Whatever’s Clever! World Tour 2026
Grammy-nominated singer-songwriter Charlie Puth is scheduled to perform at Rosemont Theatre on Friday, May 15, 2026, as part of his global “Whatever’s Clever! World Tour”.
Friday, May 15th
7:30 p.m. – 11:30 p.m.Rosemont TheatreMusic & Comedy
Devil’s Daughter
The hottest show in town Devil’s Daughter features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…
Friday, May 15th
8:00 p.m. – 9:00 p.m.iO Theater
1501 N. Kingsbury St.Music & Comedy, Theatre & Performing Arts
Missed Call Sketch Comedy Show
Missed Call is a premier Chicago comedy group that writes and performs an entirely new sketch show every Friday — inspired by the audience’s suggestion!
Friday, May 15th
8:00 p.m. – 9:00 p.m.The Annoyance Theatre
851 W. Belmont Ave.Music & Comedy
Qveen Herby – Isle of Qveen Tour
Qveen Herby is bringing the “Isle of Qveen Tour” to the House of Blues Chicago on Friday, May 15, 2026. This all-ages performance features the…
Friday, May 15th
8:00 p.m. – 11:00 p.m.Music & Comedy, Theatre & Performing Arts
moonwatchers
It is Rocco and Allen’s job to watch the moon, and it is really quite boring. Night after night, they time the sequences exactly –…
Friday, May 15th
8:00 p.m. – Monday, June 1st
2:30 p.m.Greenhouse Theater Center
2257 North Lincoln AvenueMusic & Comedy, Theatre & Performing Arts
Honk! A Short Form Improv Show
Honk! is a short form, game-based improv show that asks: what good is comedy if you can’t get a little silly? Comprised of some of…
Friday, May 15th
9:00 p.m. – 10:00 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & Comedy, Theatre & Performing Arts
420 Shakespeare
4 professional actors meet to perform a Shakespeare play… but only after one of them takes at least 20mg of you know what, leading to…
Friday, May 15th
9:00 p.m. – 10:30 p.m.The De Matt Theater at The Second City
230 W North Ave

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