Events and Things to Do in Chicago, IL

Sunday, July 26

Featured

The Trashy Summer Market

JUL

26

10:00 AM

Hairpin Arts Center, 2810 N Milwaukee Ave, Chicago, IL

Soak up all the RE’s at the ultimate SUMMER event. REuse, REpair, and REpurposing are in high style for the season of sun. Our...

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Monday, July 27

Featured

Free Screening - ABOVE AND BEYOND: The Story of William T. Perkins Jr.

JUL

27

2:00 PM

Harold Washington Library Center, Chicago Public Library, 400 S State St, Chicago, IL

Free screening. Presented in partnership with the National Veterans Art Museum, the screening will be followed by a discussion...

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Friday, July 31

Featured

NYC Comedians Sean Reilly & Alex Libutti LIVE at Red Room Comedy Club!

JUL

31

7:30 PM

RED ROOM Comedy Club, 7442 N Western Ave, Chicago, IL

Touring pro comedians Sean Reilly and Alex Libutti, based in NYC, are taking over Chicago's Red Room Comedy Club for one night...

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Friday, July 24

• Come See STRAIGHT OUTTA COMPTON on Friday, July 24th, 2026, At Rooftop Cinema Club 8:00 pm

  Rooftop Cinema Club Midtown, 60 W 37th St, New York

  
  
• All Your Friends 8:00 pm

  Cobra Lounge, 235 N Ashland Ave, Chicago

  
  
• Candlelight: Tribute to Taylor Swift 8:45 pm

  Stan Mansion, 2408 N Kedzie Blvd, Chicago

  
  
• Come See FRIDAY on Friday, July 24th, 2026, At Rooftop Cinema Club 11:15 pm

  Rooftop Cinema Club Midtown, 60 W 37th St, New York

  
  

Saturday, July 25

• Randolph Street Market Festival Returns July 25–26 10:00 am

  Randolph Street Market Festival, 1341 W Randolph St, Chicago

  
  
• Come See THE PRINCESS AND THE FROG on Saturday, July 25th, 2026, At Rooftop Cinema Club 11:00 am

  Rooftop Cinema Club Fulton Market, 311 N Morgan St, Chicago

  
  
• Mariano's Presents: Summer Scoop! 12:00 pm

  Mariano's, 10 E Golf Rd, Des Plaines

  
  
• 42nd Annual Taste of Lincoln Avenue 12:00 pm

  2500 N Lincoln Ave, Chicago

  
  
• Come See 10 THINGS I HATE ABOUT YOU on Saturday, July 25th, 2026, At Rooftop Cinema Club 1:30 pm

  Rooftop Cinema Club Fulton Market, 311 N Morgan St, Chicago

  
  
• Trending - 2026 Chicago Summer Tequila Tasting Festival (July 25) EV 2:30 pm

  The Boss Bar, 420 N Clark St, Chicago

  
  
• 2026 Chicago Summer Tequila Tasting Festival (July 25) FU 2:30 pm

  The Boss Bar, 420 N Clark St, Chicago

  
  
• Green City Market's Peak Season Dinner at Mick Klüg Farms 4:00 pm

  Mick Klüg Farms, 5795 Scottdale Rd, St Joseph

  
  
• Come See HOW TO LOSE A GUY IN 10 DAYS on Saturday, July 25th, 2026, At Rooftop Cinema Club 4:30 pm

  Rooftop Cinema Club Fulton Market, 311 N Morgan St, Chicago

  
  
• The Dinner Detective True Crime Murder Mystery Dinner Show - Chicago, IL 6:00 pm

  Courtyard by Marriott Chicago Downtown/Magnificent Mile, 165 E Ontario St, Chicago

  
  
• Anne & Emmett | Reception & Special Performance 6:00 pm

  DuSable Black History Museum and Education Center, 740 E 56th Pl, Chicago

  
  
• Candlelight: Tribute to Taylor Swift 6:30 pm

  Wicker Park Lutheran Church, 1500 N Hoyne Ave, Chicago

  
  
• Nelly at Brookfield Zoo Chicago 7:30 pm

  Brookfield Zoo, 8400 31st St, Brookfield

  
  
• Chicago Fireworks Booze Cruise! 7:30 pm

  Chicago Lakefront Cruises, 900 S Wells St, Chicago

  
  
• Come See CHICAGO on Saturday, July 25th, 2026, At Rooftop Cinema Club 8:00 pm

  Rooftop Cinema Club Fulton Market, 311 N Morgan St, Chicago

  
  
• Tinsel & Tunes: Christmas in July 9:00 pm

  Pippin’s Tavern, 39 E Chicago Ave, Chicago