Events and Things to Do in Chicago, IL

Sunday, October 11

Featured

IWRG vs GALLI: La Jaula de Las Locas — Chicago Showdown at Cicero Stadium, October 11 6pm

OCT

11

5:30 PM

Cicero Stadium, 1909 S Laramie Ave, Cicero, IL

Experience the high-octane thrills of Lucha Libre Internacional featuring an action-packed card headlined by a massive Jaula De...

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Thursday, October 15

Featured

Free Bra Fittings to Support Breast Cancer Awareness

OCT

15

10:00 AM

Macy's, 1 Hawthorn Ctr, Vernon Hills, 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

15

10:00 AM

Bloomingdale's, 900 N Michigan Ave, Chicago, 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 16

Featured

Camerata Chicago — Mendelssohn's 'A Midsummer Night's Dream'

OCT

16

7:30 PM

Fourth Presbyterian Church, 126 E Chestnut St, Chicago, IL

Camerata Chicago, led by the chamber orchestra's founder and music director Drostan Hall, opens its 23rd concert season with a...

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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 10

• Dance Divas 2026: “Everything Old Is New Again” 8:00 pm

  The Rhapsody Theater, 1328 W Morse Ave, Chicago

  
  
• Candlelight: Neo-Soul Favorites ft. Songs by Prince, Childish Gambino, & More 8:30 pm

  Wicker Park Lutheran Church, 1500 N Hoyne Ave, Chicago

  
  
• Chicago Comedy Hour This Saturday October 10th! 10:00 pm

  Judy's Beat Lounge at The Second City

  
  

Sunday, October 11

• IWRG vs GALLI: La Jaula de Las Locas — Chicago Showdown at Cicero Stadium, October 11 6pm 5:30 pm

  Cicero Stadium, 1909 S Laramie Ave, Cicero

  
  
• St. Jude Heroes-Bank of America Chicago Marathon 5:00 am

  LM Studio Chicago, 808 S Michigan Ave, Chicago

  
  
• 10th Annual Lincoln Park Wine Fest 11:00 am

  Jonquil Park, 1001 W Wrightwood Ave, Chicago

  
  
• Alma at Hotel Zachary Fall Afternoon Tea 1:00 pm

  Alma, 3630 N Clark St, Chicago

  
  
• Dance Divas 2026: “Everything Old Is New Again” 2:00 pm

  The Rhapsody Theater, 1328 W Morse Ave, Chicago

  
  
• Marathon After-Party at I|O Godfrey Roofscape 2:00 pm

  IO Godfrey Rooftop Lounge, 127 W Huron St, Chicago

  
  
• CSO Chamber Music at the University of Chicago 3:00 pm

  Mandel Hall, 1131 E 57th St, Chicago

  
  
• Ecovoice Project: Birds in Plight Concert 4:00 pm

  1020 W Sheridan Rd, Chicago

  
  
• Soulful Sounds in Chicago 6:00 pm

  Athenaeum Center for Thought & Culture, 2936 N Southport Ave, Chicago

  
  
• Dance Divas 2026: “Everything Old Is New Again” - Evening Performance 6:00 pm

  The Rhapsody Theater, 1328 W Morse Ave, Chicago

  
  

Monday, October 12

• Tricoci University of Beauty Culture: College Visit Day 10:00 am

  All 15 Tricoci University Campuses

  
  
• Indigenous People’s Day at Chicago Children’s Museum 10:00 am

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

  
  
• Villa Calcinaia Wine Dinner at The Purple Pig Oak Brook 6:00 pm

  15 Oakbrook Center, Oak Brook

  
  

Tuesday, October 13

• Drunk Dracula in Chicago 7:00 pm

  Drunk Shakespeare Chicago, 182 N Wabash Ave, Chicago

  
  

Wednesday, October 14

• Alliant Credit Union | PCs for People Electronics Drive 9:00 am

  11545 W Touhy Ave, Chicago

  
  

Thursday, October 15

• SPIRITS & SPIRITS: A Spooky and Comedic Cocktail Experience 7:00 am

  Grey House Studio, 6228 W State St, Wauwatosa

  
  
• Community Health Fair & Mobile DMV 10:00 am

  Tuley Park, 501 E 90th Pl, Chicago