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Festivals, 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 DriveMusic & 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
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.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 StreetFestivals, 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.
Friday, October 3rd
7:00 a.m. – 12:00 p.m.30 W. Division St.
30 W. Division St.Music & Comedy, Theatre & Performing Arts
Chicago Symphony Orchestra: Piccolo Play & Adagio for Strings
Overview Pergolesi’s sacred masterpiece, the Stabat Mater, is filled with gorgeous, spine-tingling music that explores the nature of grief, hope and healing. These emotions also course…
Friday, October 3rd
1:30 p.m. – 3:30 p.m.Chicago Symphony Center
220 S Michigan AveFestivals, Fairs & Special Events
Ninth Annual Lincoln Park Wine Fest
Wines from Around the World Featured at 9thAnnual Lincoln Park Wine Fest in Jonquil Park October 3-5 Wine tastings, a food and beverage market, sommeliers on hand…
Friday, October 3rd
5:00 p.m. – 10:00 p.m.Jonquil Park
1001 W. Wrightwood AvenueFestivals, Fairs & Special Events, Museums, Galleries & Exhibitions
Wicker Park Bucktown’s “First Fridays” Art Walk
The “First Fridays Art Walk,” organized by the Wicker Park Bucktown Chamber of Commerce, welcomes art enthusiasts to explore the neighborhoods’ vibrant arts scene. All…
Friday, October 3rd
6:00 p.m. – 8:00 p.m.Jackson Junge Gallery
1389 N Milwaukee 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…
Friday, October 3rd
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.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…
Friday, October 3rd
7:00 p.m. – 8:30 p.m.Malarkey Comedy
1501 N. Kingsbury St.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…
Friday, October 3rd
7:00 p.m. – 8:30 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & Comedy
Ahamed Weinberg at The Comedy Bar
2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Ahamed Weinberg is a Los Angeles-based…

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