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Chicago Pizza Pass
Say hello to the Choose Chicago Pizza Pass — your ticket to exploring the city’s iconic pizza scene one slice at a time. Choose Chicago…
Wednesday, August 6th
5:00 p.m. – Wednesday, December 31st
7:00 p.m.City wideMusic & 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, September 30th
7:00 p.m. – 8:30 p.m.The Gallery Cabaret
2020 N Oakley AveMusic & Comedy
Tomato Throw Show
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, September 30th
7:30 p.m. – 9:00 p.m.The Comedy Bar
500 N. LaSalle St.Music & Comedy
Ludovico Einaudi – The Summer Portraits Tour
Pianist and composer Ludovico Einaudi has announced a 2025 North American fall tour, including stops in New York, Los Angeles, Toronto, and Chicago.
Tuesday, September 30th
7:30 p.m. – 10:30 p.m.Auditorium Theatre
50 East Ida B. Wells DriveFestivals, Fairs & Special Events
Division Street Farmers Market
Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.
Wednesday, October 1st
7:00 a.m. – 12:00 p.m.30 W. Division St.
30 W. Division St.Music & Comedy
Lavelle Dontae at The Comedy Bar
2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Lavelle Dontae made his comedic debut…
Wednesday, October 1st
7:30 p.m. – 9:00 p.m.The Comedy Bar
500 N. LaSalle St.Wednesday, October 1st
7:30 p.m. – 10:30 p.m.Auditorium Theatre
50 East Ida B. Wells DriveFestivals, Fairs & Special Events, Tours & Attractions
Halloween Chicago Ghost Tour & Hunt: Lincoln Park Hauntings by American Ghost Walks
Join American Ghost Walks on a spine-chilling Chicago Ghost Tour & Ghost Hunt in Lincoln Park, known for its eerie hauntings and chilling history. Dive…
Wednesday, October 1st
8:00 p.m. – 10:00 p.m.Meeting Point: In front of the Chicago History Museum
1601 N Clark St.Music & Comedy, Theatre & Performing Arts
Hooch & Holler Comedy Show
Every Wednesday The Best Speakeasy In Chicago Hosts The Hottest Comedians The City Has To Offer! Indulge In Our Amazing Craft Cocktails And Enjoy An…
Wednesday, October 1st
9:00 p.m. – 11:00 p.m.Bordel Cocktail & Cabaret
1721 W DivisionFestivals, Fairs & Special Events
Division Street Farmers Market
Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.
Thursday, October 2nd
7:00 a.m. – 12:00 p.m.30 W. Division St.
30 W. Division St.Festivals, Fairs & Special Events, Theatre & Performing Arts
FashionBar The Shows: October 2025 – Trans Media Fashion
Trans Media Fashion celebrates diversity, inclusion, and self-expression, with collections created to amplify LGBTQ voices through fashion. This runway experience blends identity and artistry with…
Thursday, October 2nd
6:00 p.m. – 9:00 p.m.Water Tower Place
835 N Michigan AveMusic & Comedy, Theatre & Performing Arts
Clued In: Where There’s a Will, There’s a Way
YOU’RE INVITED…to bear witness to a fully improvised murder mystery. Six improvisers find themselves trapped on stage with a murderer, and nobody knows who the…
Music & Comedy, Theatre & Performing Arts
Teatro Zinzanni
Tickets are on sale Now at https://zinzanni.com/chicago/ for Love, Chaos, & Dinner ! Teatro Zinzanni returns to the vibrant Chicago Loop inside the velvet walls…
Thursday, October 2nd
7:00 p.m. – 10:00 p.m.Spiegeltent – Cambria Hotel
32 W. RandolphMusic & Comedy
The 4th Annual Latina Comedy Festival
The Latina Comedy Festival is back! Join us October 2nd-4th in Chicago for a 3 day comedy extravanganza packed with shows, parties, and workshops celebrating…
Thursday, October 2nd
7:00 p.m. – 10:00 p.m.The Lincoln Lodge
2040 North Milwaukee AvenueMusic & Comedy
‘You Won’t Have a Name’ Record Release Show
TERRY WHITE Record Release ft. The Loaded Dice, Cannonball, & other compadres! With an opening set from special guest Brian Krumm & His Barfly Friends.…
Thursday, October 2nd
7:00 p.m. – 11:00 p.m.Fitzgerald’s
6615 Roosevelt RoadMusic & Comedy, Theatre & Performing Arts
Duluth: An Improvised Midwest Murder
Based on the hit FX show “Fargo”, Duluth takes audiences into the world of true crime in the Midwest. Each week, the cast of Duluth will improvise a…
Music & Comedy
OhJay Lamont & Friends at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry OhJay Lamont, born and raised on…
Thursday, October 2nd
7:30 p.m. – 9:00 p.m.The Comedy Bar
500 N. LaSalle St.Music & Comedy, Theatre & Performing Arts
Improvsed DCOM
Dive into the nostalgia of Disney Channel Original Movies with the cast of Improvised DCOM! This All Star cast is bringing screen to stage every…
Thursday, October 2nd
8:00 p.m. – 9:00 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & Comedy, Theatre & Performing Arts
The Wolfman of Wrigleyville – Horror Comedy Play
This 70-minute comedy set in 1927 follows an investigative journalist and her ex-girlfriend, a private eye, as they look into a series of murders that…
Thursday, October 2nd
8:00 p.m. – 9:30 p.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.Festivals, Fairs & Special Events, Tours & Attractions
Halloween Chicago Ghost Tour & Hunt: Lincoln Park Hauntings by American Ghost Walks
Join American Ghost Walks on a spine-chilling Chicago Ghost Tour & Ghost Hunt in Lincoln Park, known for its eerie hauntings and chilling history. Dive…
Thursday, October 2nd
8:00 p.m. – 10:00 p.m.Meeting Point: In front of the Chicago History Museum
1601 N Clark St.Music & Comedy
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…
Thursday, October 2nd
8:30 p.m. – 9:30 p.m.Donny’s Skybox
230 W North AveMusic & 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…
Music & Comedy, Theatre & Performing Arts
Sketch Playlist
Sketch Playlist is a weekly sketch show on Thursdays at 9:30pm at iO Theater (1501 N Kingsbury Street, Chicago 60642) that will feature brand-new material…
Festivals, Fairs & Special Events
Ear Taxi Festival
The Ear Taxi Festival 2025, themed “The Composer’s Voice,” is a landmark event showcasing contemporary concert music across Chicagoland from October 3 through November 2,…
Friday, October 3rdThe Harris Theater for Music and Dance
205 East Randolph Street

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