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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 27, 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,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 27, 2026
10:00 p.m. – 11:30 p.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.Festivals, Fairs & Special Events
Indoor Farmers Market
As our outdoor season wraps up, we’re heading inside for the colder months. Come support local vendors and farmers, and stock up on your favorite…
Saturday February 28, 2026
10:00 a.m. – 2:00 p.m.2800 N Milwaukee Ave
2800 N Milwaukee AveMusic & 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 28, 2026
6:00 p.m. – 7:30 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & Comedy
Nothing More – Carnal Nature 2026 World Tour
Triple-Grammy-nominated outfit Nothing More/w special guests Catch Your Breath, Archers & Doobie will perform live at Riviera Theatre on Feb. 28, 2026.
Saturday February 28, 2026
6:30 p.m. – 10:00 p.m.The Riveria Theater
4746 N Racine AveMusic & 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 February 28, 2026
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.Music & Comedy
Sherri Shepherd
Welcome to the Vic Theatre in Chicago, Illinois, where the talented Sherri Shepherd will be gracing the stage on February 28, 2026, at 7:00 PM.…
Saturday February 28, 2026
7:00 p.m. – 9:00 p.m.The Vic Theatre
3145 N. SheffieldMusic & 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 February 28, 2026
7:00 p.m. – 10:00 p.m.Teatro ZinZanni – Cambria Hotel
32 W Randolph StFestivals, Fairs & Special Events, Tours & Attractions
Krampus: The Fright Before Christmas
We have transformed our haunted house into a Christmas wonderland, although it won’t be all glitter and snowflakes. You better watch out. You better not…
Saturday February 28, 2026
7:00 p.m. – 10:00 p.m.13th Floor Chicago
5050 River RdMusic & 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 February 28, 2026
7:30 p.m. – 8:30 p.m.The Second City
1616 N. Wells St.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 February 28, 2026
7:30 p.m. – 8:30 p.m.The Second City
1616 N. Wells St., Theater on the Second FloorMusic & 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 28, 2026
7:30 p.m. – 9:30 p.m.Metro ChicagoMusic & 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 28, 2026
8:00 p.m. – 9:30 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & 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 28, 2026
8:00 p.m. – 11:00 p.m.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 28, 2026
9:30 p.m. – 10:30 p.m.The Annoyance Theatre
851 W. Belmont Ave.Festivals, Fairs & Special Events
The Indoor Farmers Market at Water Tower Place
For the second year in a row, Chicago’s Water Tower Place is teaming up with the South Loop Farmers Market to bring its popular indoor…
Sunday March 1, 2026
12:00 p.m. – 4:00 p.m.Water Tower Place
835 N Michigan AveMusic & 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…
Sunday March 1, 2026
4:00 p.m. – 7:00 p.m.Spiegeltent – Cambria Hotel
32 W. RandolphMusic & 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…
Sunday March 1, 2026
7:00 p.m. – 10:00 p.m.Teatro ZinZanni – Cambria Hotel
32 W Randolph StFestivals, Fairs & Special Events, Tours & Attractions
Krampus: The Fright Before Christmas
We have transformed our haunted house into a Christmas wonderland, although it won’t be all glitter and snowflakes. You better watch out. You better not…
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!)…
Festivals, Fairs & Special Events, Tours & Attractions
Krampus: The Fright Before Christmas
We have transformed our haunted house into a Christmas wonderland, although it won’t be all glitter and snowflakes. You better watch out. You better not…
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 3, 2026
7:00 p.m. – 8:30 p.m.The Gallery Cabaret
2020 N Oakley AveFestivals, Fairs & Special Events, Tours & Attractions
Krampus: The Fright Before Christmas
We have transformed our haunted house into a Christmas wonderland, although it won’t be all glitter and snowflakes. You better watch out. You better not…
Music & Comedy
Lauren Spencer Smith at Byline Bank Aragon Ballroom
Lauren Spencer Smith is set to light up the Byline Bank Aragon Ballroom in Chicago, Illinois, on Tuesday, March 3rd, 2026. Feel all the emotion…
Tuesday March 3, 2026
8:00 p.m. – 10:00 p.m.

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