Rodrigo Y Gabriela – 20th Anniversary Tour
May13
Music & 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. State
Triumph Live In Chicago – 50th Anniversary Tour
May13
Music & 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 Theatre
Hooch & Holler Comedy Show
May13
Music & 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 Division
The Fizz Show
May13
Music & 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,…

Wednesday, May 13th
10:00 p.m.11:00 p.m.
iO Theater
1501 N. Kingsbury St.
Law Rocks Chicago – Dario Cohen with The Mighty Thornes
May14
Music & Comedy

Law Rocks Chicago – Dario Cohen with The Mighty Thornes

Dario Cohen with The Mighty Thornes! Dario joins forces with Chicago’s own “The Mighty Thornes” (a powerhouse band of legal stalwarts) for Law Rocks Chicago…

Thursday, May 14th
6:00 p.m.10:00 p.m.
Lincoln Hall
2424 North Lincoln Avenue
Morgan’s Laugh Lounge
May14
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 Market
Lavelle Dontae at The Comedy Bar
May14
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…

Thursday, May 14th
7:00 p.m.8:30 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Anne Burnell — Cry Me a River: The Music of Julie London
May14
Festivals, 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.
The Paper Kites – If You Go There, I Hope You Find It
May14
Music & Comedy

The Paper Kites – If You Go There, I Hope You Find It

The Paper Kites will perform at the House of Blues Chicago on Thursday, May 14, 2026. This show is part of their “If You Go…

Thursday, May 14th
7:00 p.m.10:00 p.m.
The Peppermint Patties — Love You (Hate You) Mean It
May14
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.
The Swingin’ Sisters: Suite!
May14
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.
Dark Side of the Pillow Sketch Comedy Show
May14
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 Ave
“Going Bacharach” Presents the Greatest Hits of Bacharach at the Apollo Theater
May14
Music & 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…

Thursday, May 14th
7:30 p.m.9:30 p.m.
Apollo Theater
2550 N. Lincoln Ave.
Elisa Carlson — Piano Bar
May14
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 st
Cosmic Comedy Hour
May14
Music & 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 Ave
moonwatchers
May14
May31
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 –…

Thursday, May 14th
8:00 p.m.Sunday, May 31st
2:30 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Roast Battle at Zanies
May14
Music & 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…

Thursday, May 14th
9:00 p.m.11:00 p.m.
Zanies Comedy Club
5437 Park Place
Bring Me The Horizon – Ascension Program 2 Tour
May15
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 Road
Dance Gavin Dance & The Fall of Troy
May15
Music & 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 Ave
Lou Ella Rose and Friends — The Great Filipino Songbook
May15
Festivals, 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 Avenue
The Infinite Wrench
May15
Music & 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.
Big Dogs: Red Rocket
May15
Music & 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…

Friday, May 15th
7:30 p.m.8:30 p.m.
Cornservatory
4210 N Lincoln Ave
Devil’s Daughter
May15
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.…

Friday, May 15th
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Lavelle Dontae at The Comedy Bar
May15
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 60611