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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 24thThe 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 24th
7:00 a.m. – 12:00 p.m.30 W. Division St.
30 W. Division St.Festivals, Fairs & Special Events
Boo! at the Zoo
Get ready for a fang-tastic time at BOO! at the Zoo, Brookfield Zoo Chicago’s family-friendly Halloween celebration. This event is packed with not-so-scary thrills, festive decorations,…
Friday, October 24th
10:00 a.m. – 5:00 p.m.Brookfield Zoo Chicago
3300 Golf RdFestivals, 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 24th
6:00 p.m. – 8:00 p.m.Jackson Junge Gallery
1389 N Milwaukee AveFestivals, Fairs & Special Events
Adults Night Out: Howl-o-ween at Lincoln Park Zoo
Adults Night Out: Howl-o-ween is a 21+ Halloween party at the zoo that includes a haunted trail, Halloween-themed animal chats, free face-painting, a live DJ,…
Friday, October 24th
6:30 p.m. – 10:00 p.m.Lincoln Park Zoo
ChicagoMusic & 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 24th
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 24th
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 24th
7:00 p.m. – 8:30 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & Comedy
Nate Bargatze – Big Dumb Eyes World Tour
Nate Bargatze is bringing his Big Dumb Eyes World Tour to United Center on October 23 & 24, 2025!
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…
Friday, October 24th
7:00 p.m. – 10:00 p.m.Spiegeltent – Cambria Hotel
32 W. RandolphMusic & Comedy, Theatre & Performing Arts
Improvised Shakespeare
Critically-acclaimed improvised comedy featuring the language and themes of William Shakespeare
Music & Comedy
Alarm Will Sound
“Überhip” (Entertainment Weekly) 20-member band Alarm Will Sound takes on music from the arch-modernist to the pop-influenced. Committed to innovative performances and recordings of today’s…
Friday, October 24th
7:30 p.m. – 9:00 p.m.Reva and David – Logan Center for the Arts
915 E 60th StMusic & Comedy, Theatre & Performing Arts
Chicago Symphony Orchestra: The Soldier’s Tale
Overview Step into the engrossing world of Stravinsky’s The Soldier’s Tale — a Faustian fable about a soldier-fiddler who makes a pact with the devil — in…
Friday, October 24th
7:30 p.m. – 9:40 p.m.Chicago Symphony Center
220 S Michigan AveFestivals, Fairs & Special Events
A Royal Affair – Where Wakanda Meets Bridgerton
Join us for books, banter, great food and music, with a little cosplay at the Alhambra Palace Restaurant! Come dressed in your amazing African garment,…
Friday, October 24th
7:30 p.m. – 11:00 p.m.Alhambra Palace Restaurant
1240 West Randolph StreetMusic & Comedy
Devil’s Daughter
The hottest show in town Devil’s Daughter features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…
Friday, October 24th
8:00 p.m. – 9:00 p.m.iO Theater
1501 N. Kingsbury St.Music & Comedy, Theatre & Performing Arts
Missed Call Sketch Comedy Show
Missed Call is a premier Chicago comedy group that writes and performs an entirely new sketch show every Friday — inspired by the audience’s suggestion!
Friday, October 24th
8:00 p.m. – 9:00 p.m.The Annoyance Theatre
851 W. Belmont Ave.Music & Comedy, Theatre & Performing Arts
An Evening with Chris Thile
Overview MacArthur Fellow and Grammy Award-winning mandolinist, singer, songwriter and composer Chris Thile, hailed as “an all-round musician” (The Guardian), brings his genre-spanning artistry to…
Friday, October 24th
8:00 p.m. – 9:30 p.m.Chicago Symphony Center
220 S Michigan AveMusic & Comedy
Penn & Teller: 50th Anniversary Tour
Penn & Teller will bring their 50th Anniversary tour to The Chicago Theatre on Friday, October 24.
Friday, October 24th
8:00 p.m. – 10:00 p.m.The Chicago Theatre
175 N. StateFestivals, 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…
Friday, October 24th
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
Trapped in a Musical – an improvised musical
Trapped in a Musical is a completely improvised Broadway-style show created before your very eyes. It’s the opening and closing night of a brand new…
Friday, October 24th
9:00 p.m. – 10:00 p.m.Malarkey Comedy, Home of ComedySportz Chicago
929 W. Belmont Ave.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, October 24th
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, October 24th
10:00 p.m. – 11:30 p.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.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,…
Saturday, October 25thThe Harris Theater for Music and Dance
205 East Randolph Street

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