7 events found.
Week of Events
Maifest in Lincoln Square
Celebrate spring at the annual , a lively three-day German festival in Chicago’s Lincoln Square neighborhood. The family-friendly event features traditional German food and beer, live music, dancing, cultural performances, and festive activities all weekend long. Guests can enjoy polka bands, maypole traditions, ethnic dance programs, and plenty of neighborhood charm while celebrating Chicago’s German...
Free
Windy City Hot Dog Fest
Get ready for a weekend full of classic Chicago eats at the in Chicago’s Portage Park neighborhood. This family-friendly festival brings together some of Chicagoland’s favorite hot dog vendors to compete for the title of “Top Dog,” with attendees voting for their favorites. Along with plenty of Chicago-style hot dogs, the fest features live music,...
Free
Cream of Wheaton
Four days of summer fun in downtown Wheaton with carnival rides, live music, food, kids' activities, an arts & crafts fair, and more. Free admission.
Free
Homewood Art & Garden Street Fair
Stroll through downtown Homewood and browse handcrafted goods, vintage finds, garden décor, and local food from dozens of artisan vendors. Enjoy live music, family-friendly activities, interactive art projects, and free face painting throughout this festive summer street fair.
Free
Lincoln Park Greek Fest
xperience a weekend of Greek food, live music, traditional dancing, artisan vendors, and family-friendly fun at St. George Greek Orthodox Church in Lincoln Park. Enjoy authentic Greek flavors and cultural performances while celebrating the vibrant traditions and hospitality of the Greek community.
$10
Ribfest
Follow the smell of slow-smoked BBQ to Northcenter for a weekend packed with award-winning ribs, live music, local food vendors, family activities, and community fun. Cast your vote for your favorite BBQ, enjoy entertainment on multiple stages, and sample plenty of delicious festival fare.
$10
Sunday, May 31, 2026
No events on this day.
Monday, June 1, 2026
No events on this day.
Tuesday, June 2, 2026
No events on this day.
Wednesday, June 3, 2026
No events on this day.
Thursday, June 4, 2026
No events on this day.
Friday, June 5, 2026
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June 5, 2026 -Bitter Jester Music Festival
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June 5, 2026 -Bitter Jester Music Festival
Bitter Jester Music Festival
Discover emerging musicians from across the Midwest at this free, family-friendly music festival in downtown Highland Park. Enjoy live performances spanning a variety of genres, food and drinks, and the chance to see tomorrow’s headliners before they hit the big stage. Free admission and free parking.
Free
Bitter Jester Music Festival
Discover emerging musicians from across the Midwest at this free, family-friendly music festival in downtown Highland Park. Enjoy live performances spanning a variety of genres, food and drinks, and the chance to see tomorrow’s headliners before they hit the big stage. Free admission and free parking.
Free
Saturday, June 6, 2026
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June 6, 2026 -Deerfield Art Festival
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June 6, 2026 -57th Street Art Fair in Hyde Park
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June 6, 2026 -Bitter Jester Music Festival
Deerfield Art Festival
rowse original artwork from more than 100 juried artists as downtown Deerfield transforms into an open-air gallery. Enjoy live music, artist demonstrations, interactive art activities, a Kids Art Zone, face painting, food and drinks, and plenty of family-friendly fun. Free admission.
Free
57th Street Art Fair in Hyde Park
Stroll through Hyde Park and explore one of the Midwest’s oldest juried art fairs, featuring nearly 200 artists showcasing original paintings, jewelry, ceramics, photography, sculpture, and more. Enjoy live blues music, family-friendly activities, food vendors, and a vibrant community atmosphere at this free outdoor event
Free
Bitter Jester Music Festival
Discover emerging musicians from across the Midwest at this free, family-friendly music festival in downtown Highland Park. Enjoy live performances spanning a variety of genres, food and drinks, and the chance to see tomorrow’s headliners before they hit the big stage. Free admission and free parking.
Free