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May 2024 events calendar for Chicago

Make the most of spring with our guide to the best things to do in Chicago this month.

Jeffy Mai
Edited by
Jeffy Mai
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Once May rolls around, we know summer in Chicago is just around the corner. Need evidence? Look no further than the slate of summer festivals coming up this month—including returning favorites like Mole de Mexico in Pilsen and Sueños Music Festival in Grant Park—or the throngs of people hanging out at Chicago rooftop bars and outdoor restaurants every weekend. Plus, don't forget to plan out holidays like Mother's Day (we bet your mom would love brunch reservations) and Memorial Day weekend in Chicago this month. So enjoy spring to the fullest and start getting ready for another glorious summer with our May 2024 events calendar for Chicago.

RECOMMENDED: Our complete events calendar for Chicago in 2024

Time Out Market Chicago

Things to do in Chicago in May 2024

Chicago House Music Festival and Conference
Photograph: Jaclyn Rivas

Chicago House Music Festival and Conference

  • Music
  • Music festivals

This annual fest and conference celebrating the iconic dance music genre born in Chicago brings a full day of DJ sets to Millennium Park. Acts this year include Wayne Williams, Alan King, Farley Jackmaster Funk, Tony Touch, DJ Slugo and more. The live music will be preceded by and open house and panel discussions touching on key House topics at the Chicago Cultural Center. For a full list of programming, visit the DCASE Chicago House Music Festival and Conference website.

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Maifest
Photograph: Anthony Soave

Maifest

  • Things to do
  • Festivals

No, you haven’t stumbled into an early Oktoberfest—this is just how Lincoln Square welcomes street-festival season and the beginning of spring. Hoist a stein, grab a pretzel, watch some lederhosen- and dirndl-costumed dancers and embrace the neighborhood’s German heritage over the course of one fun-filled weekend.

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Lincoln Park Greek Festival
Photograph: Martha Williams

Lincoln Park Greek Festival

  • Things to do
  • Festivals

The street in front of St. George Greek Orthodox Church hosts three days of gyros, spicy feta spread, dancing, traditional music and more during Lincoln Park's annual celebration of Hellenic culture. Show up to feast on Greek delicacies, shop for gifts at the craft fair or catch some live music.

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