Events and Things to Do in Chicago, IL

Friday, September 25

Featured

Free Bra Fittings to Support Breast Cancer Awareness

SEP

25

10:00 AM

Von Maur, 3810 E Main St, St. Charles, IL

Join Wacoal for Fit for the Cure®, a special in-person event that combines expert bra fittings with meaningful impact in the...

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Sunday, September 27

Featured

Illinois Rock & Roll Museum Hall of Fame Ceremony Comes to Chicago!

SEP

27

9:00 AM

Harris Theater for Music and Dance, 205 E Randolph St, Chicago, IL

Illinois Rock & Roll Hall of Fame Brings Its 5th Annual Induction Ceremony to Chicago’s Harris Theater in Millennium Park ...

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Wednesday, September 30

Featured

ProPulse | From Industry Legacy to Workforce Intelligence

SEP

30

3:00 PM

The Art Institute of Chicago, 111 S Michigan Ave, Chicago, IL

ProPulse 2026 is ProGlove's flagship industry event, bringing together operations leaders, IT decision makers, and innovation...

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Thursday, October 1

Featured

Free Bra Fittings to Support Breast Cancer Awareness

OCT

1

10:00 AM

Von Maur, 4 Orland Square Dr, Orland Park, IL

Join Wacoal for Fit for the Cure®, a special in-person event that combines expert bra fittings with meaningful impact in the...

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Friday, October 2

Featured

Free Bra Fittings to Support Breast Cancer Awareness

OCT

2

10:00 AM

Von Maur, 145 Yorktown Shopping Center, Lombard, IL

Join Wacoal for Fit for the Cure®, a special in-person event that combines expert bra fittings with meaningful impact in the...

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Featured

Free Bra Fittings to Support Breast Cancer Awareness

OCT

2

10:00 AM

Von Maur, 1960 Tower Dr, Glenview, IL

Join Wacoal for Fit for the Cure®, a special in-person event that combines expert bra fittings with meaningful impact in the...

Share

Saturday, October 17

Featured

The Wellness Retreat: A Festival Where Mind, Body, and Music Meet

OCT

17

11:00 AM

Chicago, IL

FEATURING ELDERBROOK LIVE AT SUNSET The Wellness Retreat is taking over Chicago’s Northerly Island for one unforgettable day of...

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Saturday, October 24

Featured

SurgeDurango Presents Lulu La Reina: Chicago Women’s Expo, Oct 24 and 25

OCT

24

10:00 AM

Donald E. Stephens Convention Center, 5555 N River Rd, Rosemont, IL

Lulu La Reina becomes the first-ever professional wrestler to appear at the 2026 Chicago Ultimate Women’s Expo — the largest...

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Thursday, September 24

• Sketch Playlist 9:30 pm

  The iO Theater, 1501 N Kingsbury St, Chicago

  
  

Friday, September 25

• Free Bra Fittings to Support Breast Cancer Awareness 10:00 am

  Von Maur, 3810 E Main St, St. Charles

  
  
• Nature Play Day @ Dan Ryan Woods 9:00 am

  Chicago

  
  
• Kids Free Day at Chicago Children's Museum 10:00 am

  Chicago Children's Museum, 700 E Grand Ave, Chicago

  
  
• 24th Annual St. Alphonsus Oktoberfest Chicago 5:00 pm

  1429 W Wellington Ave, Chicago

  
  
• “And It Is The People Who Should Wield It” 7:30 pm

  Mundelein Center for the Fine and Performing Arts, 1020 W Sheridan Rd, Chicago

  
  
• Hamburger Hop After Party at Toro Chicago - Live DJ + Fire Dancers 9:00 pm

  Toro by Chef Richard Sandoval, 200 N Columbus Dr, Chicago

  
  

Saturday, September 26

• FORMULA 1® QATAR AIRWAYS AZERBAIJAN GRAND PRIX 2026 Watch Party at F1® Arcade Chicago 5:00 am

  F1 Arcade Chicago, 1 W Grand Ave, Chicago

  
  
• St. Jude Walk-Chicago 8:00 am

  Brookfield Zoo Chicago, 8400 31st St, Brookfield

  
  
• Nicor Gas to promote natural gas safety at Central Stickney Fire Protection District 9:00 am

  Central Stickney Fire Protection District, 4951 S Lotus Ave, Chicago

  
  
• Randolph Street Market Festival Returns September 26-27 with Over 200 Vendors 10:00 am

  Randolph Street Market Festival, 1341 W Randolph St, Chicago

  
  
• Barktoberfest at Sheraton Grand Chicago Riverwalk 10:00 am

  Sheraton Grand Chicago Riverwalk, 301 E North Water St, Chicago

  
  
• Round Barn Presents Whiskey Strings Fest with Chef Dominique Leach 11:00 am

  Round Barn Winery & Estate, 10983 Hills Rd, Baroda

  
  
• Clark Street Live 11:00 am

  3500 N Clark St, Chicago

  
  
• 24th Annual St. Alphonsus Oktoberfest 12:00 pm

  1429 W Wellington Ave, Chicago

  
  
• Candlelight Babies: Classical Sounds to Stimulate Little Minds 12:30 pm

  The Congress Plaza Hotel & Convention Center, 520 S Michigan Ave, Chicago

  
  
• Candlelight: Tribute to Phil Collins 6:30 pm

  Wicker Park Lutheran Church, 1500 N Hoyne Ave, Chicago

  
  
• The Séance: Live (and dead) in Chicago 7:00 pm

  Stars and Garters Theater, 3914 N Clark St, Chicago

  
  
• Family Weekend Concert 7:30 pm

  Mundelein Center for the Fine and Performing Arts, 1020 W Sheridan Rd, Chicago

  
  
• Chicago Top Shelf Tequila and Whiskey Tasting Festival 7:30 pm

  Kings Dining & Entertainment, 1500 N Clybourn Ave, Chicago