Improvised Jane Austen
Feb28
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, February 28th
7:30 p.m.8:30 p.m.
iO Chicago
1501 N Kingsbury St,
The Original Improv Gladiators: Season 39
Feb28
Music & Comedy

The Original Improv Gladiators: Season 39

What started as an idea to fill a recently vacated production slot back in January of 2008 has turned into a sure-fire hit improv-aganza and…

Saturday, February 28th
7:30 p.m.9:00 p.m.
Cornservatory
4210 N Lincoln Ave
Margo Price
Feb28
Music & Comedy

Margo Price

Welcome to Metro Chicago, where the vibrant music scene and top-notch entertainment collide! Join us on February 28, 2026, at 7:30 PM for an unforgettable…

Saturday, February 28th
7:30 p.m.9:30 p.m.
Metro Chicago
The Addams Family Musical
Feb28
Music & Comedy, Theatre & Performing Arts

The Addams Family Musical

Blue Demon Theatre is proud to present THE ADDAMS FAMILY, a comical feast that embraces the wackiness in every family, features an original story and…

Saturday, February 28th
7:30 p.m.10:00 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Rainbow Kitten Surprise – bones 2026 World Tour
Feb28
Music & Comedy

Rainbow Kitten Surprise – bones 2026 World Tour

Alternative rock favorites Rainbow Kitten Surprise will perform live at Chicago’s The Salt Shed Indoors on Feb. 28 and Mar 1, 2026. Common People will…

Saturday, February 28th
7:30 p.m.10:30 p.m.
The Salt Shed Indoors
1357 N Elston Ave
The Kitty & Kellie Show
Feb28
Music & Comedy, Theatre & Performing Arts

The Kitty & Kellie Show

Get your gals pals, your pal gals, and your gals ready as Kellie and Kitty take the stage for this Galentines-themed event. This goes beyond…

Saturday, February 28th
8:00 p.m.9:00 p.m.
The De Matt Theater at The Second City
230 W North Ave
ComedySportz Chicago
Feb28
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, February 28th
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
The Cosmic Underground Show
Feb28
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, February 28th
8:00 p.m.9:30 p.m.
cosmic underground theater
3433 W Fullerton Ave
In the Realm of Senses presents: Myths & Legends
Feb28
Music & Comedy, Theatre & Performing Arts

In the Realm of Senses presents: Myths & Legends

In the Realm of Senses: Myths & Legends is an immersive concert experience where ancient stories are reimagined through sound, sight, movement, and scent. Featuring…

Saturday, February 28th
8:00 p.m.10:00 p.m.
Chopin Theatre
1543 West Division Street
Miguel Live In Chicago – Caos Tour 2026
Feb28
Music & Comedy

Miguel Live In Chicago – Caos Tour 2026

Chart-topping artist Miguel is bringing his signature blend of soul, funk, and rock to Chicago on February 28, 2026, with a headline show at Byline…

Saturday, February 28th
8:00 p.m.11:00 p.m.
Banda Machos Live In Chicago
Feb28
Music & Comedy

Banda Machos Live In Chicago

Regional Mexican band Banda Machos will perform live at Rosemont Theatre on Feb. 28, 2026.

Saturday, February 28th
8:00 p.m.11:00 p.m.
Rosemont Theatre
Secret Sketch Show
Feb28
Music & Comedy

Secret Sketch Show

Shhhhh! It’s a secret! Don’t tell anyone but your favorite iO performers are hosting a wild night of variety and sketch. Secret sketch show is…

Saturday, February 28th
9:00 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Bren Tran: Consider My Heart Stopped – Standup Comedy Solo Show in Chicago
Feb28
Music & Comedy, Theatre & Performing Arts

Bren Tran: Consider My Heart Stopped – Standup Comedy Solo Show in Chicago

Chicago stand up comedian Bren Tran, a Bob Curry alum of The Second City and creator of You Win Some, You Dim Sum (nominated Best…

Saturday, February 28th
9:00 p.m.10:30 p.m.
The Playground Theater
4416 N Clark St 2nd Floor
Alex Quow at The Comedy Bar
Feb28
Music & Comedy

Alex Quow at The Comedy Bar

2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Alex Quow is a New York…

Saturday, February 28th
9:00 p.m.11:00 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Best Of Annoyance Sketch
Feb28
Music & Comedy, Theatre & Performing Arts

Best Of Annoyance Sketch

Enjoy the best sketch comedy Chicago has to offer! The Annoyance Theatre has been at the crux of the comedy scene in Chicago for over…

Saturday, February 28th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
The Addams Family Musical
Mar1
Music & Comedy, Theatre & Performing Arts

The Addams Family Musical

Blue Demon Theatre is proud to present THE ADDAMS FAMILY, a comical feast that embraces the wackiness in every family, features an original story and…

Sunday, March 1st
2:30 p.m.5:00 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Goodbye Darkness, We’re Not Friends
Mar1
Music & Comedy

Goodbye Darkness, We’re Not Friends

Death is a fact of life: horses get turned into glue, cows get sucked into tornadoes reverse-alien-style, and even pop legend Michael Jackson can’t live…

Sunday, March 1st
6:00 p.m.7:00 p.m.
The De Matt Theater at The Second City
230 W North Ave
HighQ
Mar1
Music & Comedy, Theatre & Performing Arts

HighQ

Is it a cannabis-themed game show or an uproarious, electively interactive live theatrical experience? Why can’t it be both? HighQ is an uplifting blend of…

Sunday, March 1st
6:00 p.m.7:30 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
Chicago’s Best Comedy Show at The Comedy Bar
Mar1
Music & Comedy

Chicago’s Best Comedy Show at The Comedy Bar

Join Chicago’s best comedians for a hilarious night of stand-up comedy, pizza, and nonstop laughs!

Sunday, March 1st
7:00 p.m.9:00 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Wheel of Improv
Mar1
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, March 1st
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Rainbow Kitten Surprise – bones 2026 World Tour
Mar1
Music & Comedy

Rainbow Kitten Surprise – bones 2026 World Tour

Alternative rock favorites Rainbow Kitten Surprise will perform live at Chicago’s The Salt Shed Indoors on Feb. 28 and Mar 1, 2026. Common People will…

Sunday, March 1st
7:30 p.m.10:30 p.m.
The Salt Shed Indoors
1357 N Elston Ave
Late Nite Mic with Vik Pandya at The Comedy Bar
Mar2
Music & Comedy

Late Nite Mic with Vik Pandya at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Vik Pandya is a nationally touring…

Monday, March 2nd
7:00 p.m.9:00 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Tuesday Good Show
Mar3
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, March 3rd
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Tomato Throw Show at The Comedy Bar
Mar3
Music & Comedy

Tomato Throw Show at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Join us for the most fun…

Tuesday, March 3rd
7:00 p.m.9:00 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611