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New Year’s Eve at iO Theater: Derry Queen, DJ SKOLi, Improvised Shakespeare & more!
Dec31
Jan1
Music & Comedy

New Year’s Eve at iO Theater: Derry Queen, DJ SKOLi, Improvised Shakespeare & more!

Laugh your way into 2024 at iO Theater! Join us on NYE for an evening of the best comedy Chicago has to offer; ranging from…

Sunday December 31, 2023
7:00 p.m.Monday January 1, 2024
2:00 a.m.
iO Theater
1501 N. Kingsbury St.
New Year’s Eve at The Redhead Piano Bar
Dec31
Jan1
Festivals, Fairs & Special Events, Music & Comedy

New Year’s Eve at The Redhead Piano Bar

Ring in the New Year at The Redhead Piano Bar! Request all of your favorite hits from 2023 as we toast to 2024 at Chicago’s…

Sunday December 31, 2023
7:00 p.m.Monday January 1, 2024
4:00 a.m.
The Redhead Piano Bar
16 W Ontario st
A Very Neo New Year
Dec31
Jan1
Music & Comedy, Theatre & Performing Arts

A Very Neo New Year

Nothing says “HAPPY NEW YEAR” like a flurry of festive, hilarious, devastating and bizarre two-minute plays! Join us at 11PM for exactly one hour of…

Sunday December 31, 2023
10:00 p.m.Monday January 1, 2024
2:00 a.m.
Neo-Futurist Theater
5153 N. Ashland Ave.
FREE New Year’s Eve Dance Party at iO Theater w/ DJ SKOLi!
Dec31
Jan1
Music & Comedy

FREE New Year’s Eve Dance Party at iO Theater w/ DJ SKOLi!

Dance the year away at iO with DJ SKOLi on the decks. FREE ADMISSION! 10PM-2AM | Final Entry: 1:30AM DJ SKOLi is a Hyde Park-native whose…

Sunday December 31, 2023
10:00 p.m.Monday January 1, 2024
2:00 a.m.
iO Theater
1501 N. Kingsbury St.
Michael Charles and His Band
Jan1
Music & Comedy, Tours & Attractions

Michael Charles and His Band

When Australian born Michael Charles traveled the 12,500 miles to test the waters for his music in Chicago, he would have never guessed some thirty…

Monday, January 1st
6:00 a.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Chicago’s Best Standup
Jan2
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Chicago’s Best Standup

Chicago’s Best Standup Comedy is back better than ever. We’ve compiled the absolute best standup comedy lineup that you will see in the city. Today’s…

Tuesday, January 2nd
7:30 p.m.9:00 p.m.
Laugh Factory, 3175 N. Broadway St, Chicago, IL 60657
3175 N. Broadway St
Best Night Ever Comedy Show
Jan2
Music & Comedy, Theatre & Performing Arts

Best Night Ever Comedy Show

Best Night Ever is one of the city’s longest-running standup comedy showcases. Since 2009 the show has been highlighting comics from all over the city…

Tuesday, January 2nd
8:00 p.m.10:00 p.m.
The Lincoln Lodge
2040 N Milwaukee Ave
Keystone: Rise of the Decon!
Jan3
Music & Comedy, Theatre & Performing Arts

Keystone: Rise of the Decon!

Originated by Del Close, the Decon is one of the oldest improvised forms originally helmed by Chicago renowned improv troupe The Family and now performed…

Wednesday, January 3rd
9:00 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Laugh Dance Comedy Show
Jan4
Music & Comedy

Laugh Dance Comedy Show

Laugh Dance is a monthly stand-up comedy show and dance party held the first Thursday of every month at Whiskey Girl Tavern in Edgewater. Laugh…

Thursday, January 4th
8:00 p.m.9:30 p.m.
Whiskey Girl Tavern
6318 N Clark St
The Infinite Wrench
Jan5
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 5th
7:00 p.m.8:00 p.m.
Neo-Futurist Theater
5153 N. Ashland Ave.
First Date Comedy Show
Jan5
Music & Comedy

First Date Comedy Show

The First Date is a comical hunt for love. Chicago’s funniest stand-up comedians hit the stage as one audience member is selected from the crowd…

Friday, January 5th
7:30 p.m.9:00 p.m.
Laugh Factory, 3175 N. Broadway St, Chicago, IL 60657
3175 N. Broadway St
Voila: The Improvised Musical
Jan5
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 5th
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,
Once Upon a Symphony: The Three Little Pigs
Jan6
Music & Comedy, Theatre & Performing Arts

Once Upon a Symphony: The Three Little Pigs

When the Three Little Pigs are sent out into the world by their father, each chooses to build a house using a different material. With…

Saturday, January 6th
10:00 a.m.10:45 a.m.
Chicago Symphony Orchestra
220 S. Michigan, Chicago, IL, 60604
Once Upon a Symphony: The Three Little Pigs
Jan6
Music & Comedy, Theatre & Performing Arts

Once Upon a Symphony: The Three Little Pigs

When the Three Little Pigs are sent out into the world by their father, each chooses to build a house using a different material. With…

Saturday, January 6th
11:45 a.m.12:30 p.m.
Chicago Symphony Orchestra
220 S. Michigan, Chicago, IL, 60604
The Infinite Wrench
Jan6
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 6th
7:00 p.m.8:00 p.m.
Neo-Futurist Theater
5153 N. Ashland Ave.
Baby Wants Candy! The Original Completely Improvised Musical
Jan6
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 6th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St. , Chicago, IL, 60614
Clued In
Jan6
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 6th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Onward and Off My Parents’ Health Insurance
Jan6
Music & Comedy

Onward and Off My Parents’ Health Insurance

Onward and… Off My Parents’ Health Insurance is a new sketch comedy revue exploring the rocky transition into real adulthood. From dealing with health insurance,…

Saturday, January 6th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St. , Chicago, IL, 60614
Silvertone / Iris Blue / The Big Bloom / Oddysseys
Jan6
Music & Comedy

Silvertone / Iris Blue / The Big Bloom / Oddysseys

Experience Silvertone by entering an alternate reality where your weekend self reigns supreme. Feel the rush of cruising down an open highway on a motorcycle,…

Saturday, January 6th
8:00 p.m.11:30 p.m.
1st Ward at Chop Shop
2033 W. North Ave
Bowie Ball – David Bowie’s 77th Birthday
Jan6
Jan7
Music & Comedy

Bowie Ball – David Bowie’s 77th Birthday

Chicago it is time to experience Bowie Ball, where we celebrate the legend, the chameleon, and the man… David Bowie. Bowie Ball is being held…

Saturday, January 6th
9:00 p.m.Sunday, January 7th
2:00 a.m.
Metro Chicago
Best Of Annoyance Sketch
Jan6
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, January 6th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Riff: Chicago’s Music Improv Drinking Party
Jan6
Music & Comedy

Riff: Chicago’s Music Improv Drinking Party

Fast paced music improv with a live band & a cast that drinks along with the audience!

Saturday, January 6th
10:00 p.m.11:00 p.m.
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
Civic at South Shore Cultural Center: New World Perspectives
Jan7
Music & Comedy, Theatre & Performing Arts

Civic at South Shore Cultural Center: New World Perspectives

Antonín Dvořák’s New World Symphony has captivated generations of listeners with its majestic fanfare and yearning themes. Written during the Czech composer’s first sojourn in New York…

Sunday, January 7th
2:00 p.m.4:00 p.m.
South Shore Cultural Center
7059 S. South Shore Dr
Vik Pandya at Zanies Chicago
Jan7
Music & Comedy

Vik Pandya at Zanies Chicago

Vik Pandya is a nationally touring stand up comic based in Chicago. Known for his sharp self-deprecation, observational humor on dating, & hilarious crowd work,…

Sunday, January 7th
7:00 p.m.8:30 p.m.
Zanies Comedy Club
1548 N. Wells St.
bean-night

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