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Upcoming Chicago Events

Check out what's happening all around Chicago.

Ninth Annual Lincoln Park Wine Fest
Oct4
Festivals, 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 Avenue
Ferris Bueller Movie Tour in the Art Institute of Chicago
Oct4
Museums, Galleries & Exhibitions, Sports & Recreation, Tours & Attractions

Ferris Bueller Movie Tour in the Art Institute of Chicago

Calling art enthusiasts and Ferris Bueller fans! Get ready to step into the iconic world of Ferris Bueller’s Day Off on our popular 90-minute guided walking tour…

Saturday, October 4th
11:30 a.m.1:00 p.m.
Art Institute of Chicago
111 S. Michigan Ave.
Simone’s Bar Sweet 16 Anniversary Celebration and 1st Annual Block Party
Oct4
Festivals, 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 Street
Rappel In Northwest Chicago
Oct4
Sports & Recreation, Tours & Attractions

Rappel In Northwest Chicago

Conquer your limits at 168 feet up and rappel down the Westin Chicago Northwest in Itasca Illinois. Professional equipment provided and no experience needed. Trained…

Saturday, October 4th
12:00 p.m.3:00 p.m.
Westin Chicago Northwest
400 Park Blvd.
Oktoberfest on Division Street Festival: Prost in the Gold Coast
Oct4
Festivals, 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…

Saturday, October 4th
12:00 p.m.10:00 p.m.
Lodge Tavern
21 W Divsion st
Kate McKinnon: Secrets of the Purple Pearl
Oct4
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 Road
Chicago Composers Consortium // Caroline Jesalva // Shannon McGinnis & Corrine Costello // Constellation Men’s Ensemble
Oct4
Festivals, 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 St
Discover HH Holmes for Halloween: The Devil in the White City Bus Tour by American Ghost Walks
Oct4
Festivals, 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.
Chicago Chinatown Moon Festival 2025
Oct4
Festivals, 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 Ave
Disability Advocate and Online Creative Molly Burke: Unseen
Oct4
Festivals, 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 St
FashionBar The Shows: October 2025 – Next Gen, Urban & Streetwear
Oct4
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 Ave
Tikka Masala
Oct4
Music & 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
ComedySportz Chicago
Oct4
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…

Saturday, October 4th
6:00 p.m.7:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
The Dinner Detective True Crime Murder Mystery Dinner Show – Chicago, IL
Oct4
Music & Comedy

The Dinner Detective True Crime Murder Mystery Dinner Show – Chicago, IL

The Dinner Detective is an interactive true crime mystery show set in the present day and based on real cold cases. Feast on a fantastic…

Saturday, October 4th
6:00 p.m.9:00 p.m.
Courtyard by Marriott Chicago Downtown Magnificent Mile
165 E Ontario St
The Infinite Wrench
Oct4
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, October 4th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Ahamed Weinberg at The Comedy Bar
Oct4
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…

Saturday, October 4th
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Teatro Zinzanni
Oct4
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…

Saturday, October 4th
7:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Halloween Chicago Hauntings Ghost Tour: Explore Paranormal Activity with American Ghost Walks
Oct4
Festivals, Fairs & Special Events, Tours & Attractions

Halloween Chicago Hauntings Ghost Tour: Explore Paranormal Activity with American Ghost Walks

Join the acclaimed Original Chicago Hauntings Ghost Tour by American Ghost Walks. Discover the city’s most haunted sites, including the tragic Eastland disaster location and…

Saturday, October 4th
7:00 p.m.10:00 p.m.
Meeting Point: Inside the bar at the Congress Plaza Hotel
520 S Michigan Ave.
Baby Wants Candy! The Original Completely Improvised Musical
Oct4
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, October 4th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Oct4
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, October 4th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Chicago Fire FC vs. Toronto FC
Oct4
Saturday, October 4th
7:30 p.m.9:00 p.m.
Soldier Field
1410 Special Olympics Drive
Improvised Shakespeare
Oct4
Music & Comedy, Theatre & Performing Arts

Improvised Shakespeare

Critically-acclaimed improvised comedy featuring the language and themes of William Shakespeare

Saturday, October 4th
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Chicago Symphony Orchestra: Piccolo Play & Adagio for Strings
Oct4
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…

Saturday, October 4th
7:30 p.m.9:30 p.m.
Chicago Symphony Center
220 S Michigan Ave
Composer Showcase Featuring Quintet Attacca
Oct4
Festivals, Fairs & Special Events, Music & Comedy

Composer Showcase Featuring Quintet Attacca

Ear Taxi Festival presents a Composer Showcase. Join us as Quintet Attacca premiers new works by Shane Scott Cook, Marybeth Kurnat, John Dorhauer, Gillian Rae…

Saturday, October 4th
7:30 p.m.9:30 p.m.
Logan Center Penthouse
915 E 60th St
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