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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 –…
Sunday, May 10th
8:00 p.m. – Wednesday, May 27th
2:30 p.m.Greenhouse Theater Center
2257 North Lincoln AvenueFestivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Chicago Cabaret Professionals presents Musical Mondays: Tony Bennett at 100
Join us as we celebrate the 100th birthday of the one and only Tony Bennett! This Chicago Cabaret Week show highlights his incredible musical legacy,…
Monday, May 11th
7:30 p.m.The Rhapsody Theater
1328 W Morse AveFestivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Girls Like Us — It’s My Party: Celebrating the Girls and the Groups of the 1960s
When we talk about music of the 1960s, most people think of Bob Dylan, The Beatles, Jimi Hendrix and the Rolling Stones — but that’s…
Tuesday, May 12th
7:00 p.m.PianoForte Chicago
1335 South Michigan AvenueMusic & Comedy
Tuesday Good Show
Showcasing some of the best performers in the city, Tuesday Good Show is a free weekly variety show hosted by Nick Bonsignore and Keller Paulson.…
Tuesday, May 12th
7:00 p.m. – 8:30 p.m.The Gallery Cabaret
2020 N Oakley AveFestivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
The Beaus — Mashups and More
Prepare to be captivated by the harmonious melodies and infectious energy of The Beaus, Chicago’s favorite MAN-band. Their tight harmonies resonate through the room, enveloping…
Tuesday, May 12th
7:00 p.m. – 10:00 p.m.Stars & Garters
3914 N Clark StFestivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Comic Court: Chicago’s #1 Comedy Court Show
Order in the court!Comic Court is back at The Lincoln Lodge every 2nd & 4th Tuesday at 9PM. Comedians argue ridiculous cases like actual lawyers,…
Tuesday, May 12th
9:00 p.m. – 10:30 p.m.The Lincoln Lodge
2040 North Milwaukee AvenueFestivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Hilary Ann Feldman — The Life & Laughs of Carol Burnett
The world has loved Carol Burnett for over fifty years. Her fearless character acting and self-effacing personality made her Lucille Ball’s successor as the Queen…
Wednesday, May 13th
7:00 p.m.Borelli’s Pizza
2124 W Lawrence AveFestivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
24WORDS Production —The Day Before Remember When: An Equal Rights journey
Vibrant, funny, and inspirational, The Day Before Remember When is a cabaret about a 300-year odyssey to achieve Equality. With 15 original songs based on…
Wednesday, May 13th
7:30 p.m. – 9:30 p.m.Bughouse Theater
1910 West Irving Park RoadMusic & Comedy
Rodrigo Y Gabriela – 20th Anniversary Tour
Rodrigo y Gabriela are scheduled to perform in Chicago, IL, on Wednesday, May 13, 2026, as part of their “20th Anniversary Tour”.
Wednesday, May 13th
7:30 p.m. – 10:30 p.m.The Chicago Theatre
175 N. StateMusic & Comedy
Triumph Live In Chicago – 50th Anniversary Tour
Canadian rock legends Triumph /w special guests April Wine will perform live at Rosemont Theatre on May 13, 2026.
Wednesday, May 13th
8:00 p.m. – 10:00 p.m.Rosemont TheatreMusic & Comedy, Theatre & Performing Arts
Hooch & Holler Comedy Show
Every Wednesday The Best Speakeasy In Chicago Hosts The Hottest Comedians The City Has To Offer! Indulge In Our Amazing Craft Cocktails And Enjoy An…
Wednesday, May 13th
9:00 p.m. – 11:00 p.m.Bordel Cocktail & Cabaret
1721 W DivisionMusic & Comedy, Theatre & Performing Arts
The Fizz Show
Join iO house team Fizz for Chicago’s most carbonated improv show. Wednesdays at 10 p.m., Fizz cracks open a high-octane, full-sugar set of one-night-only scenes,…
Music & Comedy
Morgan’s Laugh Lounge
Laugh your way into your new favorite Thursday tradition at Morgan’s Laugh Lounge, Chicago’s newest comedy hotspot. Every Thursday night from 6:00–9:30 PM, the lounge…
Thursday, May 14th
7:00 p.m. – 8:30 p.m.Morgan’s On Fulton
950 W Fulton MarketFestivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Anne Burnell — Cry Me a River: The Music of Julie London
Julie London was an American singer, a film and TV actress, and a pinup model, whose career spanned five decades. She released over 30 albums…
Thursday, May 14th
7:00 p.m. – 9:00 p.m.Gateway Theater Annex @ The Copernicus Center
5216 W Lawrence Ave.Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
The Peppermint Patties — Love You (Hate You) Mean It
The Peppermint Patties are a vocal quartet specializing in close-harmony cabaret performances and Love You (Hate You) Mean It is a journey through the highs,…
Thursday, May 14th
7:30 p.m.Hey Nonny
10 S. Vail Ave.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 AveFestivals, 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, 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
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
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.…

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