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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 3rd
9:00 p.m. – 10:00 p.m.Malarkey Comedy, Home of ComedySportz Chicago
929 W. Belmont Ave.Music & 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…
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 3rd
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 3rd
10:00 p.m. – 11:30 p.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.Theatre & Performing Arts
The Lion King
Giraffes strut. Birds swoop. Gazelles leap. The entire Serengeti comes to life as never before. And as the music soars, Pride Rock slowly emerges from…
Saturday, October 4thCadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601Festivals, 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 4thThe 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.
Saturday, October 4th
7:00 a.m. – 12:00 p.m.30 W. Division St.
30 W. Division St.Theatre & Performing Arts
Leo Lionni’s Frederick
While other mice are gathering food for the winter, Frederick daydreams the summer away. But when fall weather comes, it is Frederick who has stored…
Saturday, October 4th
9:30 a.m. – 10:30 a.m.Chicago Children’s Theatre
100 S Racine AveFestivals, 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,…
Saturday, October 4th
10:00 a.m. – 5:00 p.m.Brookfield Zoo Chicago
3300 Golf RdTheatre & Performing Arts
Woodland Creatures’ Halloween
Theater for Young Audiences @ Corn presents our newest show, perfect for young ones and the entire family! In Woodland Creatures’ Halloween, our friends are…
Festivals, Fairs & Special Events
STEAM-Powered Saturday
Come out in the daytime to explore creatures of the night, swamps and more: Make glow-in-the-dark slime Try LEGO® engineering challenges Visit the swamp to learn…
Saturday, October 4th
11:00 a.m. – 3:00 p.m.Harold Washington Library Center
400 S. State StreetFestivals, 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…
Saturday, October 4th
11:00 a.m. – 10:00 p.m.Jonquil Park
1001 W. Wrightwood AvenueFestivals, Fairs & Special Events
Simone’s Bar Sweet 16 Anniversary Celebration and 1st Annual Block Party
Event Name:Simone’s Sweet 16 Block Party Admission:Free Description (Event Overview):Celebrate 16 years of community, music, and culture at Simone’s Sweet 16 Block Party in Chicago’s…
Saturday, October 4th
11:30 a.m. – 10:00 p.m.Simone’s bar Simone’s Bar 960 W 18th Street, Chicago, IL 60608
960 W 18th StreetFestivals, Fairs & Special Events
Oktoberfest on Division Street Festival: Prost in the Gold Coast
Raise a stein at Prost in the Gold Coast Oktoberfest on Division Street! Dust off your lederhosen and celebrate Oktoberfest as Division Street transforms into a lively…
Festivals, Fairs & Special Events
Kate McKinnon: Secrets of the Purple Pearl
Saturday Night Live icon Kate McKinnon returns to Chicago Humanities to discuss Secrets of the Purple Pearl, the highly anticipated sequel to her #1 New…
Saturday, October 4th
2:00 p.m. – 3:00 p.m.Apollo’s 2000
2875 W. Cermak RoadTheatre & Performing Arts
Big White Fog
Theodore Ward’s Big White Fog is the big shoulders on which A Raisin in the Sun stands. First completed in 1938, funded by the Federal Theatre Project, and influenced…
Saturday, October 4th
2:00 p.m. – 4:00 p.m.Court Theatre
5535 S. Ellis, Chicago, IL, 60637Festivals, Fairs & Special Events, Music & Comedy
Chicago Composers Consortium // Caroline Jesalva // Shannon McGinnis & Corrine Costello // Constellation Men’s Ensemble
Ear Taxi Festival presents an ear taxi concert. A dynamic afternoon of new music featuring bold performances and thought-provoking works. Baritone Brad Jungwirth joins the…
Saturday, October 4th
2:00 p.m. – 5:00 p.m.Logan Center Penthouse
915 E 60th StFestivals, Fairs & Special Events, Tours & Attractions
Discover HH Holmes for Halloween: The Devil in the White City Bus Tour by American Ghost Walks
Join American Ghost Walks for an immersive 3-hour experience on The Devil in the White City Bus Tour in Chicago. Uncover the chilling tale of…
Saturday, October 4th
2:00 p.m. – 5:00 p.m.Meeting Point: Inside the bar at the Congress Plaza Hotel
520 S Michigan Ave.Theatre & Performing Arts
Things With Friends
World premiere by Kristoffer Diaz (Tony Award nominee, Pulitzer Prize finalist) Manhattan. Burt and Adele are hosting a dinner party. Steak is on the stove.…
Saturday, October 4th
3:00 p.m. – 4:30 p.m.American Blues Theater
5627 N Lincoln BlvdFestivals, Fairs & Special Events
Chicago Chinatown Moon Festival 2025
The Mid-Autumn Festival, second only to Lunar New Year in cultural importance, is a beloved celebration of the full moon and family reunion. This year’s…
Saturday, October 4th
3:00 p.m. – 9:00 p.m.Chinatown Square Plaza
2130 S. Archer AveFestivals, Fairs & Special Events
Disability Advocate and Online Creative Molly Burke: Unseen
Multi-hyphenate creative, advocate, and social media star Molly Burke was diagnosed with retinitis pigmentosa, a rare degenerative eye disease that leads to eventual blindness, at…
Saturday, October 4th
3:30 p.m. – 4:30 p.m.Illinois Institute of Technology – Hermann Hall
3241 S Federal StTheatre & Performing Arts
Imaginarium: An improv show for kids 4 and up!
Imaginarium is the magical improv show where kids take center stage! In the first half, kids jump up to play fast, funny, and interactive improv…
Festivals, Fairs & Special Events, Theatre & Performing Arts
FashionBar The Shows: October 2025 – Next Gen, Urban & Streetwear
Step into the pulse of street culture and fresh talent at the Next Gen, Urban & Streetwear runway. This show brings forward-thinking designs that embody…
Saturday, October 4th
4:00 p.m. – 8:00 p.m.Water Tower Place
835 N Michigan AveMusic & Comedy, Theatre & Performing Arts
Tikka Masala
Tikka Masala: The Indian Improv Comedy Game Show. Get ready for a laugh-out-loud night of unscripted chaos, cultural flavor, and spicy twists! Tikka Masala is…
Saturday, October 4th
5:00 p.m. – 6:00 p.m.The Den Theatre
1331 North Milwaukee Avenue

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