Events and Things to Do in Chicago, IL

Saturday, May 2

Featured

Central Street Evanston's Spring ALIVE! Annual Spring Celebration

MAY

2

11:00 AM

Central Street, Central St, Evanston, IL

Come celebrate spring on Central Street! Central Street Evanston's Spring's ALIVE! annual spring celebration returns on May 2...

Share

Featured

Flirting In The Pickleball Kitchen Chicago

MAY

2

1:00 PM

FFC Gold Coast, 1030 N Clark St, Chicago, IL

Experience an Ever After curated mixed doubles event for all levels that combines fitness and connection located at FFC - Gold...

Share

Sunday, May 3

Featured

Chicago Artisan Market in Fulton Market - Sun, May 3rd (Spring Market)

MAY

3

11:00 AM

401 N Morgan St, Chicago, IL

Join us this Sun, May 3rd (11am-5pm) to shop small, local & sustainable with 115+ talented artisans at our flagship Chicago...

Share

Monday, May 4

Featured

Shahar Cohen: My Life Tour

MAY

4

7:00 PM

Bramble Arts Loft, 5545 N Clark St, Chicago, IL

Get ready for a night of unforgettable comedy as Israeli comedian Shahar Cohen brings his hit show My Life to...

Share

Wednesday, May 13

Featured

Human Fluency in an AI World

MAY

13

12:00 PM

Chicago, IL

Are you ready for what AI is changing in the workplace?While artificial intelligence is transforming how work gets done, many...

Share

Saturday, May 2

• Central Street Evanston's Spring ALIVE! Annual Spring Celebration 11:00 am

  Central Street, Central St, Evanston

  
  
• Flirting In The Pickleball Kitchen Chicago 1:00 pm

  FFC Gold Coast, 1030 N Clark St, Chicago

  
  
• Hometown Half Marathon & 5k/10k - Greater Chicago 7:00 am

  Lakefront Trail, 1778-1972 N John C, N Cannon Dr, Chicago, IL 60614

  
  
• THE TRASHY CRAFT MARKET at Fiber + Fabric Craft Festival 10:00 am

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

  
  
• National Fitness Day: Crisp & Green x Studio Elevate Fit | Vernon Hills, IL 10:30 am

  899 North Milwaukee Avenue #300 Vernon Hills, IL 60061

  
  
• Chicago Spring Market 11:00 am

  Artifact Events, 4325 N Ravenswood Ave, Chicago

  
  
• Burr Ridge Village Center Derby Day 11:30 am

  Burr Ridge Village Center, 701 Village Center Dr, Burr Ridge

  
  
• Murray's Cheese Debuts Exclusive Cave Aged Collection at Mariano's 12:00 pm

  Mariano's, 1800 W Lawrence Ave, Chicago

  
  
• I|O Godfrey Kentucky Derby Viewing Event 2026 12:00 pm

  The Godfrey Hotel Chicago, 127 W Huron St, Chicago

  
  
• Your Fiestas Start Here at Jewel-Osco! 12:00 pm

  Jewel-Osco, 4660 W Irving Park Rd, Chicago

  
  
• Cinco de Mayo Bar Crawl Chicago — The Ultimate Fiesta 1:00 pm

  River North's BEST Bars, 149 W Kinzie, Chicago, IL 60654

  
  
• Kentucky Derby Disco 3:00 pm

  ROOF on theWit, 201 N State St, Chicago

  
  
• Cinco De Mayo Booze Cruise! 3:00 pm

  Chicago Lakefront Cruises 900 South Wells Street Chicago, Illinois 60607

  
  
• Derby Disco 3:00 pm

  ROOF on theWit, 201 N State St, Chicago

  
  
• Sketch, Sip, and Self Care 3:30 pm

  Anne's Haven, 5629 W Irving Park Rd, Chicago

  
  
• Chicago Fireboat Tours Busse Birthday Bash 4:00 pm

  Chicago Fireboat Tours, 111 N Jean Baptiste Pointe du Sable Lake Shore Dr, Chicago

  
  
• Saturday Night at the Zoo - An Adults Only Evening at Lincoln Park Zoo 6:30 pm

  Lincoln Park Zoo, 2001 North Clark Street, Chicago, IL 60614

  
  
• Saturday Night Honor Roll: Fundraiser benefitting Kinzie Elementary students 7:00 pm

  European Chalet Banquets, 5445 S Harlem Ave, Chicago

  
  
• The Dover Road 7:30 pm

  Glessner House, 1800 S Prairie Ave, Chicago

  
  
• Cerqua Rivera Dance Theatre Spring Concert Series 7:30 pm

  1306 S Michigan Ave, Chicago