Brady Matthews at The Comedy Bar
Jan16
Music & Comedy

Brady Matthews at The Comedy Bar

Brady Matthews is a comedic powerhouse with charisma to spare. He’s opened for legends like Demetri Martin and Trevor Wallace, headlined at top festivals including…

Friday, January 16th
7:00 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Teatro Zinzanni
Jan16
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 16th
7:00 p.m.10:00 p.m.
Teatro ZinZanni – Cambria Hotel
32 W Randolph St
KOVAL Comedy – Benefitting Glessner House
Jan16
Music & Comedy, Theatre & Performing Arts

KOVAL Comedy – Benefitting Glessner House

KOVAL Comedy: Third Fridays of the Month highlights Chicago’s best stand-up comics… AND gives back to local nonprofits.   KOVAL Comedy is excited to return…

Friday, January 16th
7:30 p.m.8:30 p.m.
KOVAL Distillery
4241 N Ravenswood Ave
Devil’s Daughter
Jan16
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 16th
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Best of Sketch
Jan16
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 16th
7:30 p.m.9:00 p.m.
Cornservatory
4210 N Lincoln Ave
Devil’s Daughter
Jan16
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 16th
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Missed Call Sketch Comedy Show
Jan16
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, January 16th
8:00 p.m.9:00 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
The Cosmic Underground Show
Jan16
Music & Comedy, Theatre & Performing Arts

The Cosmic Underground Show

The Cosmic Underground Show blasts off for a 90-minute immersive comedy, magic, and mind-reading show. Cosmic founders Harrison Lampert (a quirky sleight-of-hand expert) and Kayla…

Friday, January 16th
8:00 p.m.9:30 p.m.
cosmic underground theater
3433 W Fullerton Ave
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 16th
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 16th
9:00 p.m.10:00 p.m.
The De Matt Theater at The Second City
230 W North Ave
Brady Matthews at The Comedy Bar
Jan16
Music & Comedy

Brady Matthews at The Comedy Bar

Brady Matthews is a comedic powerhouse with charisma to spare. He’s opened for legends like Demetri Martin and Trevor Wallace, headlined at top festivals including…

Friday, January 16th
9:00 p.m.11:00 p.m.
The Comedy Bar
500 N. LaSalle St.
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 16th
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 16th
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
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 17th
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 17th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Brady Matthews at The Comedy Bar
Jan17
Music & Comedy

Brady Matthews at The Comedy Bar

Brady Matthews is a comedic powerhouse with charisma to spare. He’s opened for legends like Demetri Martin and Trevor Wallace, headlined at top festivals including…

Saturday, January 17th
7:00 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
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 17th
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 17th
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 17th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Improvised Jane Austen
Jan17
Music & Comedy, Theatre & Performing Arts

Improvised Jane Austen

Celebrate Jane Austen’s birthday all winter long with Improvised Jane Austen! Just one day cannot encapsulate a proper observation of Jane Austen’s life and work.…

Saturday, January 17th
7:30 p.m.8:30 p.m.
iO Chicago
1501 N Kingsbury St,
Evan Plus One: Party Animals
Jan17
Music & Comedy

Evan Plus One: Party Animals

Evan Plus One: Party AnimalsWinners of Season 38 of The Original Improv Gladiators Get ready for a night of improv worthy of a celebration! Evan…

Saturday, January 17th
7:30 p.m.8:30 p.m.
Cornservatory
4210 N Lincoln Ave
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 17th
8:00 p.m.9:00 p.m.
The De Matt Theater at The Second City
230 W North 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 17th
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
The Cosmic Underground Show
Jan17
Music & Comedy, Theatre & Performing Arts

The Cosmic Underground Show

The Cosmic Underground Show blasts off for a 90-minute immersive comedy, magic, and mind-reading show. Cosmic founders Harrison Lampert (a quirky sleight-of-hand expert) and Kayla…

Saturday, January 17th
8:00 p.m.9:30 p.m.
cosmic underground theater
3433 W Fullerton Ave