Events and Things to Do in Chicago, IL

Friday, June 12

Featured

Wrestling Interstellar 2, Live Professional Wrestling

JUN

12

6:00 PM

Juliana Restaurant, 3001 W Peterson Ave, Chicago, IL

Experience the high-octane energy of live Chicago pro wrestling at this family-friendly event presented by Ultimate Combat...

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Saturday, June 13

Featured

63rd Chicago Book & Paper Fair

JUN

13

9:00 AM

1340 W Washington Blvd, Chicago, IL

If you love books, antique maps, or old paper goods with curious images upon them, come join us at the 63rd Chicago Book &...

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Featured

312 River Run 5K 5th Annual Fun Run

JUN

13

10:00 AM

Clark Park, 3400 N Rockwell St, Chicago, IL

Support your local parks at this community-focused 5K that welcomes both walkers and runners. This family-friendly event...

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Sunday, June 7

• Sinatra Under The Stars at AIRE Rooftop 8:00 pm

  Aire Rooftop Bar Chicago, 100 W Monroe St, Chicago

  
  
• Chicago Comedy Show Tonight June 7th! Chicago Comedy Hour 9:00 pm

  de Maat Theatre at The Second City

  
  
• Come See Dark Knight on Sunday, June 7th, 2026, At Rooftop Cinema Club 10:15 pm

  Rooftop at The Emily Hotel, 311 N Morgan St 5th Floor, Chicago, IL 60607

  
  

Tuesday, June 9

• Tricoci University NextGen Beauty Camp 9:00 am

  5 Tricoci University of Beauty Culture Campuses

  
  

Wednesday, June 10

• Chicago Small Business Expo 2026 10:00 am

  Isadore and Sadie Dorin Forum, 725 W Roosevelt Rd, Chicago

  
  

Thursday, June 11

• Coffee Connection at Belmont Village 8:30 am

  Belmont Village Senior Living Lincoln Park, 700 W Fullerton Ave, Chicago

  
  
• Start Your Wellness Journey: A Men's Health Event 11:30 am

  Chicago Family Health Center- South Chicago, 9119 S Exchange Ave, Chicago

  
  
• Club Shush 12:00 pm

  Bramble Arts Loft, 5545 N Clark St, Chicago

  
  

Friday, June 12

• Wrestling Interstellar 2, Live Professional Wrestling 6:00 pm

  Juliana Restaurant, 3001 W Peterson Ave, Chicago

  
  
• 40th Annual Scottish Festival & Highland Games 9:00 am

  DuPage Event Center & Fairgrounds, N County Farm Rd, Wheaton

  
  
• Windy City Boat & Yacht Show 10:00 am

  Chicago

  
  
• Sonny Acres Farm Hosts 4th Annual Pro Rodeo Over Two Weekends This June due to Overwhelming Demand 4:00 pm

  Sonny Acres Farm, 29W310 North Ave, West Chicago

  
  
• Lincoln Square Greek Fest 4:00 pm

  2727 W Winona St, Chicago

  
  
• Rosé Fest on the Beach - Wine Tasting at North Ave. Beach 6:00 pm

  Shore Club Chicago, 1603 N Jean Baptiste Pointe du Sable Lake Shore Dr, Chicago

  
  
• Wine Fest on the Beach - Wine Tasting at North Ave. Beach 6:00 pm

  Shore Club Chicago, 1603 N Jean Baptiste Pointe du Sable Lake Shore Dr, Chicago

  
  
• Candlelight: Tribute to The Beatles 6:30 pm

  Arts Center, 200 N Oak Park Ave, Oak Park

  
  
• 2025 World Champion Pipe Band Inveraray & District Pipe Band, Make A Rare U.S. Appearance In Concert 7:00 pm

  North Central College, 30 N Brainard St, Naperville

  
  
• Gimme Gimme Disco 8:00 pm

  Bottom Lounge, 1375 W Lake St, Chicago

  
  
• Candlelight: 90s Hip-Hop on Strings 8:45 pm

  Arts Center of Oak Park 200 N Oak Park Ave Chicago, Illinois 60302

  
  
• The Fck You Comedy Show!!! 9:30 pm

  The Lincoln Lodge, 2040 N Milwaukee Ave, Chicago