Trapped in a Musical – an improvised musical
Jan16
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 January 16, 2026
9:00 p.m.10:00 p.m.
Chicago Comedy Hour
Jan16
Music & Comedy, Theatre & Performing Arts

Chicago Comedy Hour

The Chicago Comedy hour is a comedy variety show featuring sketch, improv and stand up from some of the best up and coming comedians in…

Friday January 16, 2026
9:00 p.m.10:00 p.m.
The De Matt Theater at The Second City
230 W North Ave
Voila: The Improvised Musical
Jan16
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 January 16, 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
Jan16
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 January 16, 2026
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
The Phantom of the Opera
Jan17
Theatre & Performing Arts

The Phantom of the Opera

THE BRILLIANT ORIGINAL RETURNS “MORE SPECTACULAR THAN EVER” – Sunday Express The Phantom is back to thrill audiences once again! Cameron Mackintosh presents a revitalized…

Saturday January 17, 2026
Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601
Eureka Day
Jan17
Theatre & Performing Arts

Eureka Day

Chicago’s acclaimed TimeLine Theatre Company returns to the Broadway Playhouse (following previous hit productions OSLO and THE LEHMAN TRILOGY)! At Berkeley, California’s ultra-progressive Eureka Day…

Saturday January 17, 2026
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
Filament Theatre presents RAIN: for babies and their carers
Jan17
Theatre & Performing Arts

Filament Theatre presents RAIN: for babies and their carers

Filament Theatre (4041 N Milwaukee Ave), Chicago’s award-winning theater for young audiences on the northwest side, is delighted to premiere the North American production of…

Saturday January 17, 2026
9:00 a.m.2:00 p.m.
Filament Theatre
4041 N. Milwaukee Ave., Chicago, IL, 60641
Pegasus Theatre Chicago’s 39th Annual Young Playwrights Festival
Jan17
Theatre & Performing Arts

Pegasus Theatre Chicago’s 39th Annual Young Playwrights Festival

Pegasus Theatre Chicago presents the 39th Annual Young Playwrights Festival, January 1 – 24, 2026 at Chicago Dramatists, 798 N. Aberdeen.  For nearly four decades,…

Saturday January 17, 2026
2:30 p.m.4:00 p.m.
Chicago Dramatists
1105 W. Chicago Ave. , Chicago, IL, 60642
The Uncanny Attic- Chapters E-H
Jan17
Theatre & Performing Arts

The Uncanny Attic- Chapters E-H

The camp macabre world of Edward Gorey returns to Steppenwolf in the second installment of this absurdist dark comedy anthology told through puppetry, clowning, dance,…

Saturday January 17, 2026
3:00 p.m.4:30 p.m.
Steppenwolf Theatre Company
1650 N. Halsted St.
Amadeus
Jan17
Theatre & Performing Arts

Amadeus

Steppenwolf Theatre’s 50th Anniversary Season continues with Peter Shaffer’s Amadeus, extended again by popular demand. In its four-star review, The Daily Herald called it “absolutely magnificent”. “A muscular and…

Saturday January 17, 2026
3:00 p.m.5:00 p.m.
Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614
ComedySportz Chicago
Jan17
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…

Saturday January 17, 2026
6:00 p.m.7:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
The Infinite Wrench
Jan17
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…

Saturday January 17, 2026
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
The Unknown Variable by Nahal Navidar
Jan17
Theatre & Performing Arts

The Unknown Variable by Nahal Navidar

Momentary Theatre is proud to announce the world premiere of The Unknown Variable, written by Nahal Navidar, and directed by Jacob C. Shuler. The production…

Saturday January 17, 2026
7:00 p.m.9:00 p.m.
1133 W Catalpa
1133 W Catalpa Ave
Pegasus Theatre Chicago’s 39th Annual Young Playwrights Festival
Jan17
Theatre & Performing Arts

Pegasus Theatre Chicago’s 39th Annual Young Playwrights Festival

Pegasus Theatre Chicago presents the 39th Annual Young Playwrights Festival, January 1 – 24, 2026 at Chicago Dramatists, 798 N. Aberdeen.  For nearly four decades,…

Saturday January 17, 2026
7:00 p.m.9:30 p.m.
Chicago Dramatists
1105 W. Chicago Ave. , Chicago, IL, 60642
Teatro Zinzanni
Jan17
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…

Saturday January 17, 2026
7:00 p.m.10:00 p.m.
Teatro ZinZanni – Cambria Hotel
32 W Randolph St
Baby Wants Candy! The Original Completely Improvised Musical
Jan17
Music & 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…

Saturday January 17, 2026
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Jan17
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 January 17, 2026
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
The Improvised Shakespeare Company®
Jan17
Theatre & 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…

Saturday January 17, 2026
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
The Uncanny Attic- Chapters E-H
Jan17
Theatre & Performing Arts

The Uncanny Attic- Chapters E-H

The camp macabre world of Edward Gorey returns to Steppenwolf in the second installment of this absurdist dark comedy anthology told through puppetry, clowning, dance,…

Saturday January 17, 2026
7:30 p.m.9:00 p.m.
Steppenwolf Theatre Company
1650 N. Halsted St.
Amadeus
Jan17
Theatre & Performing Arts

Amadeus

Steppenwolf Theatre’s 50th Anniversary Season continues with Peter Shaffer’s Amadeus, extended again by popular demand. In its four-star review, The Daily Herald called it “absolutely magnificent”. “A muscular and…

Saturday January 17, 2026
7:30 p.m.9:30 p.m.
Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614
New Year New Show
Jan17
Music & Comedy, Theatre & Performing Arts

New Year New Show

New Year! New Show! Welcome to 2026 where the laughter runs hot and the jokes run cheap. Every week is a brand new sketch show,…

Saturday January 17, 2026
8:00 p.m.9:00 p.m.
The De Matt Theater at The Second City
230 W North Ave
The Lincoln Lodge
Jan17
Theatre & 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 January 17, 2026
8:00 p.m.9:30 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
ComedySportz Chicago
Jan17
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…

Saturday January 17, 2026
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Green Corridors
Jan17
Theatre & Performing Arts

Green Corridors

Green Corridors Written by Natalka Vorozhbyt Translated by John Freedman with Natalia Bratus Directed by Kay Martinovich Using elements of absurdity and dark humor, Green Corridors is a…

Saturday January 17, 2026
8:00 p.m.9:30 p.m.
Trap Door Theatre
1655 W. Cortland St.