Sketch Playlist
Jan22
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Sketch Playlist

Sketch Playlist is a weekly sketch show that will feature all-new sketches every single week… the ultimate sketch playlist. Come see these writers and performers…

Thursday, January 22nd
9:30 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
The Phantom of the Opera
Jan23
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…

Friday, January 23rd
Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601
Eureka Day
Jan23
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…

Friday, January 23rd
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
Comedy Hour at Annoyance Theatre
Jan23
Jan24
Theatre & Performing Arts

Comedy Hour at Annoyance Theatre

Each week, Chicago comics bring the freshest, most experimental new material to the Annoyance for the Comedy Hour. The weekly show is an eclectic mix…

Friday, January 23rd
12:00 a.m.Saturday, January 24th
1:00 a.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Peter Pan at Chicago Kids Company
Jan23
Theatre & Performing Arts

Peter Pan at Chicago Kids Company

Follow Peter Pan and Tinkerbell to Neverland! The adventures are endless in a world of pirates and mayhem. Let your imagination fly to a place…

Friday, January 23rd
10:30 a.m.11:30 a.m.
Stahl Family Theatre
5900 W Belmont Ave
The Three Little Pigs at Beverly Arts Center
Jan23
Theatre & Performing Arts

The Three Little Pigs at Beverly Arts Center

Meet Roxanne, Petunia, and Babe…three Sister Piggies who set out to build their own houses.  Roxanne (the Rock’n Roll Pig) builds hers out of Sticks,…

Friday, January 23rd
10:30 a.m.11:30 a.m.
Beverly Arts Center of Chicago
2407 W. 111th St. , Chicago, IL, 60655
The Infinite Wrench
Jan23
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, January 23rd
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
ComedySportz Chicago
Jan23
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, January 23rd
7:00 p.m.8:30 p.m.
Malarkey Comedy
1501 N. Kingsbury St.
ComedySportz Chicago
Jan23
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, January 23rd
7:00 p.m.8:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Disney On Ice: Jump In!
Jan23
Theatre & Performing Arts

Disney On Ice: Jump In!

Disney On Ice presents “Jump In!” is coming to Allstate Arena in Rosemont from January 22 – February 8 with an all-new show featuring never-before-seen…

Friday, January 23rd
7:00 p.m.9:00 p.m.
Allstate Arena
6920 Mannheim Road
The Unknown Variable by Nahal Navidar
Jan23
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…

Friday, January 23rd
7:00 p.m.9:00 p.m.
1133 W Catalpa
1133 W Catalpa Ave
Charlie Mac at The Comedy Bar
Jan23
Music & Comedy

Charlie Mac at The Comedy Bar

2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Charlie Mac is a rising star…

Friday, January 23rd
7:00 p.m.9:00 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Pegasus Theatre Chicago’s 39th Annual Young Playwrights Festival
Jan23
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,…

Friday, January 23rd
7:00 p.m.9:30 p.m.
Chicago Dramatists
1105 W. Chicago Ave. , Chicago, IL, 60642
Teatro Zinzanni
Jan23
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, January 23rd
7:00 p.m.10:00 p.m.
Teatro ZinZanni – Cambria Hotel
32 W Randolph St
The Improvised Shakespeare Company®
Jan23
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…

Friday, January 23rd
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Trio Mediæval
Jan23
Music & Comedy

Trio Mediæval

Lauded for their “note-perfect counterpoint—as pristine and inviting as clean, white linens” (San Francisco Chronicle), Norwegian vocal group Trio Mediaeval sings with unrivaled clarity. Best…

Friday, January 23rd
7:30 p.m.9:00 p.m.
Rockefeller Memorial Chapel
5850 S Woodlawn Ave
My Life as a Cowboy
Jan23
Theatre & Performing Arts

My Life as a Cowboy

Seventeen-year-old Conor feels stuck in the London suburb of Croydon and dreams of doing something unexpected—entering a country-and-western dance competition. He’s joined by Michael, a fellow lifeguard at…

Friday, January 23rd
7:30 p.m.9:00 p.m.
Open Space Arts
1411 W. Wilson Ave, Chicago, IL, 60640
Devil’s Daughter
Jan23
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, January 23rd
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Best of Sketch
Jan23
Music & Comedy

Best of Sketch

Remember 2025? Remember all the sketches we did in 2025? It was a bit blurry for us, but we went through the archives and found,…

Friday, January 23rd
7:30 p.m.9:00 p.m.
Cornservatory
4210 N Lincoln Ave
Bren Tran: Consider My Heart Stopped – A Comedy Special
Jan23
Music & Comedy, Theatre & Performing Arts

Bren Tran: Consider My Heart Stopped – A Comedy Special

Consider My Heart Stopped is a stand up / solo show about the evolution of grief and the search for identity after losing a parent.…

Friday, January 23rd
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Northwestern University’s 83rd Annual Dolphin Show Presents “Footloose”
Jan23
Theatre & Performing Arts

Northwestern University’s 83rd Annual Dolphin Show Presents “Footloose”

America’s largest student-produced musical returns for its 83rd annual production with Footloose! Produced by Aiden Kaliner, Ryan Lien, and JingXi Yap and directed by Katherine…

Friday, January 23rd
7:30 p.m.9:30 p.m.
Cahn Auditorium
600 Emerson St
Oil Lamp Theater’s “The Outsider”
Jan23
Theatre & Performing Arts

Oil Lamp Theater’s “The Outsider”

Oil Lamp Theater is proud to present the first production of its 2026 season, The Outsider, written by Paul Slade Smith and directed by Scott…

Friday, January 23rd
7:30 p.m.10:00 p.m.
Oil Lamp Theater
1723 Glenview Rd, Glenview, IL, 60025
Amadeus
Jan23
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…

Friday, January 23rd
7:30 p.m.10:30 p.m.
Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614
Devil’s Daughter
Jan23
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, January 23rd
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.