Events and Things to Do in Chicago, IL

Sunday, May 3

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Monday, May 4

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Wednesday, May 13

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Saturday, May 2

  • Chicago Comedy Show this Saturday: Chicago Comedy Hour 9:30 pm

    de Maat Theatre at The Second City



Sunday, May 3

  • Chicago Artisan Market in Fulton Market - Sun, May 3rd (Spring Market) 11:00 am

    401 N Morgan St, Chicago


  • Wicker Park Farmers Market 8:00 am

    Wicker Park, 1425 N Damen Ave, Chicago



  • Kids Free Day 10:00 am

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



  • The Dover Road 2:30 pm

    Glessner House, 1800 S Prairie Ave, Chicago


  • The Jury Experience – Death on the Port Side: Will Chicago Deliver Justice? 3:00 pm

    Museum Of Contemporary Art Chicago, 220 E Chicago Ave, Chicago


  • Agave Series: Margarita Lab 5:00 pm

    Cantina Rosa, 5230 S Harper Ave, Chicago


  • The Jazz Room: A Tribute to Frank Sinatra & Louis Armstrong 6:00 pm

    The Den Theatre, 1331 N Milwaukee Ave, Chicago



Monday, May 4

  • Shahar Cohen: My Life Tour 7:00 pm

    Bramble Arts Loft, 5545 N Clark St, Chicago


  • Cinco on State 9:00 am

    State and Lake Chicago Tavern, 201 N State St, Chicago


  • Drunk Shakespeare Chicago! 7:00 pm

    The Lounge At The Lion, 182 N Wabash Ave, Chicago



Tuesday, May 5

  • Cinco de Mayo Cubs Pre-Game Party at the #1 Cantina in Wrigleyville 4:30 pm

    Moe's Cantina - Wrigleyville, 3518 N Clark St, Chicago



Wednesday, May 6

  • The Three Little Pigs at the Stahl Family Theatre (Runs on select days until July 30th) 9:00 am

    Stahl Family Theatre, 5900 W Belmont Ave, Chicago



Thursday, May 7

  • Mother’s Day Dreams Pop-Up at InterContinental Chicago 3:00 pm

    InterContinental Chicago Magnificent Mile by IHG, 505 N Michigan Ave, Chicago


  • 2026 Lincoln Park Uncorked: An Armitage – Halsted Wine Stroll 6:00 pm

    Wintrust Bank, 935 W Armitage Ave, Chicago


  • The Newberry Consort: Revolution! Early American Music 7:30 pm

    First Presbyterian Church of Evanston, 1427 Chicago Ave, Evanston


  • Red Rum Club 8:00 pm

    Subterranean, 2011 W North Ave, Chicago



Friday, May 8

  • Lincoln Park Community Services Hosts Metamorphosis 2026 "An Enchanted Evening" 9:00 am

    Sarabande Chicago, 2726 W Roscoe St, Chicago