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Upcoming Chicago Events

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Wheel of Improv
Feb1
Music & Comedy, Theatre & Performing Arts

Wheel of Improv

Chicago’s top comedians battle it out for laughs, glory, and sweet sweet points in an interactive game show, featuring a live studio audience (that’s you!)…

Sunday February 1, 2026
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Tuesday Good Show
Feb3
Music & 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 February 3, 2026
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Salome
Feb3
Music & Comedy, Theatre & Performing Arts

Salome

Based on Oscar Wilde’s one-act play, Salome has been thrilling and fascinating audiences for more than a century. Lyric Opera of Chicago brings Sir David McVicar’s decadent…

Tuesday February 3, 2026
7:00 p.m.8:45 p.m.
Lyric Opera of Chicago
20 N. Wacker Dr. , Chicago, IL, 60606
Così fan tutte
Feb4
Music & Comedy, Theatre & Performing Arts

Così fan tutte

Two officers, convinced all women are fickle in love, hatch a plan to switch places and woo each other’s fiancées in disguise — but the…

Wednesday February 4, 2026
2:00 p.m.5:30 p.m.
Lyric Opera of Chicago
20 N. Wacker Dr. , Chicago, IL, 60606
New Edition – The New Edition Way 2026 Tour
Feb4
Music & Comedy

New Edition – The New Edition Way 2026 Tour

New Edition is scheduled to perform in Chicago on Wednesday, February 4, 2026, at the United Center. The concert is part of their “The New…

Wednesday February 4, 2026
8:00 p.m.11:00 p.m.
United Center
1901 W Madison St.
Hooch & Holler Comedy Show
Feb4
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 February 4, 2026
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
Renée Fleming in Recital – Voice of Nature: The Anthropocene
Feb5
Music & Comedy, Theatre & Performing Arts

Renée Fleming in Recital – Voice of Nature: The Anthropocene

International superstar Renée Fleming makes her much-anticipated return to the Lyric Opera of Chicago stage with a program based on her 2023 Grammy-winning Best Classical…

Thursday February 5, 2026
7:00 p.m.9:30 p.m.
Lyric Opera of Chicago
20 N. Wacker Dr. , Chicago, IL, 60606
Teatro Zinzanni
Feb5
Music & Comedy, Theatre & Performing Arts

Teatro Zinzanni

Tickets are on sale now at https://zinzanni.com/chicago/tickets/ “Best Night Out” – CS Magazine | “You must see to believe!” – Forbes Teatro ZinZanni, Chicago’s most…

Thursday February 5, 2026
7:00 p.m.10:00 p.m.
Teatro ZinZanni – Cambria Hotel
32 W Randolph St
Improvsed DCOM
Feb5
Music & Comedy, Theatre & Performing Arts

Improvsed DCOM

Dive into the nostalgia of Disney Channel Original Movies with the cast of Improvised DCOM! This All Star cast is bringing screen to stage every…

Thursday February 5, 2026
8:00 p.m.9:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Roald Dahl’s The Enormous Crocodile: The Musical
Feb6
Music & Comedy, Theatre & Performing Arts

Roald Dahl’s The Enormous Crocodile: The Musical

The Enormous Crocodile musical brings Roald Dahl’s story to life with puppets, music, and laughs — a fun family show at Chicago’s Studebaker Theater. “For…

Friday February 6, 2026
Fine Arts Building | Studebaker Theater
410 South Michigan Avenue
The Infinite Wrench
Feb6
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 February 6, 2026
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
ComedySportz Chicago
Feb6
Music & Comedy, Theatre & Performing Arts

ComedySportz Chicago

Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…

Friday February 6, 2026
7:00 p.m.8:30 p.m.
Malarkey Comedy
1501 N. Kingsbury St.
ComedySportz Chicago
Feb6
Music & Comedy, Theatre & Performing Arts

ComedySportz Chicago

Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…

Friday February 6, 2026
7:00 p.m.8:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Willie Barcena at The Comedy Bar
Feb6
Music & Comedy

Willie Barcena at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Comedian Willie Barcena is a 18-year…

Friday February 6, 2026
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Salome
Feb6
Music & Comedy, Theatre & Performing Arts

Salome

Based on Oscar Wilde’s one-act play, Salome has been thrilling and fascinating audiences for more than a century. Lyric Opera of Chicago brings Sir David McVicar’s decadent…

Friday February 6, 2026
7:00 p.m.8:45 p.m.
Lyric Opera of Chicago
20 N. Wacker Dr. , Chicago, IL, 60606
Teatro Zinzanni
Feb6
Music & Comedy, Theatre & Performing Arts

Teatro Zinzanni

Tickets are on sale now at https://zinzanni.com/chicago/tickets/ “Best Night Out” – CS Magazine | “You must see to believe!” – Forbes Teatro ZinZanni, Chicago’s most…

Friday February 6, 2026
7:00 p.m.10:00 p.m.
Teatro ZinZanni – Cambria Hotel
32 W Randolph St
CSO Chamber Music at the University of Chicago – February
Feb6
Music & Comedy

CSO Chamber Music at the University of Chicago – February

Yuan-Qing Yu, violin Simon Michal, violin Weijing Michal, viola Kenneth Olsen, cello Winston Choi, piano Acclaimed musicians from the Chicago Symphony Orchestra perform an evocative…

Friday February 6, 2026
7:30 p.m.9:00 p.m.
Mandel Hall, University of Chicago
1131 East 57th Street
Devil’s Daughter
Feb6
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 February 6, 2026
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Missed Call Sketch Comedy Show
Feb6
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 February 6, 2026
8:00 p.m.9:00 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
James Acaster – Work In Progress Tour
Feb6
Music & Comedy

James Acaster – Work In Progress Tour

James Acaster is scheduled to perform in Chicago on Friday, February 6, 2026, at The Chicago Theatre.

Friday February 6, 2026
8:00 p.m.10:00 p.m.
The Chicago Theatre
175 N. State
Trapped in a Musical – an improvised musical
Feb6
Music & Comedy, Theatre & Performing Arts

Trapped in a Musical – an improvised musical

Trapped in a Musical is a completely improvised Broadway-style show created before your very eyes. It’s the opening and closing night of a brand new…

Friday February 6, 2026
9:00 p.m.10:00 p.m.
Voila: The Improvised Musical
Feb6
Music & 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 February 6, 2026
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,
Hitch*Cocktails
Feb6
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 February 6, 2026
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Roald Dahl’s The Enormous Crocodile: The Musical
Feb7
Music & Comedy, Theatre & Performing Arts

Roald Dahl’s The Enormous Crocodile: The Musical

The Enormous Crocodile musical brings Roald Dahl’s story to life with puppets, music, and laughs — a fun family show at Chicago’s Studebaker Theater. “For…

Saturday February 7, 2026
Fine Arts Building | Studebaker Theater
410 South Michigan Avenue
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