In honor of the spring season, Chicago's signature open-air market, the Randolph Street Market, is hosting its annual spring opening with vintage treasures, live bands, food and fun on May 24-25, 2025, in the West Loop. Celebrating 22 years, the Randolph Street Market Festival features an … [Read more...] about Randolph Street Market
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Things To Do In Chicago in May
With spring weather warming up more consistently and the lakefront thawing into lovely aquamarine waves, May is a favorite time to explore Chicago before the large summer tourist crowds arrive. Consider these free or low-cost activities for your Chicago May adventures. Besides the essential … [Read more...] about Things To Do In Chicago in May
Ina Mae Tavern Music Festival
Celebrate the high-energy spirit of New Orleans with live blues, jazz and dance rhythms, Creole food, cocktails and a joyful time in the Wicker Park neighborhood at Ina Mae Tavern Music Festival on April 24-27, 2024. Prepare for a non-stop four-day party at Ina Mae's Music Festival, which … [Read more...] about Ina Mae Tavern Music Festival
Mexico Fest at Navy Pier
The colors, music, dance and traditions of Mexico will light up Navy Pier during the exciting three-day events of Mexico Fest, scheduled for May 2-4, 2025. Dance along to noted dance troupes like Ballet Folklorico de Chicago and move to the rhythms of bands like Mariachi Estrellas de Chicago … [Read more...] about Mexico Fest at Navy Pier
Discount Tickets for Saturday Night at the Zoo
Experience the sights and sounds of the zoo after dark, visiting animals and sipping cocktails at this adults-only evening event, Saturday Night at Lincoln Park Zoo on May 10, 2025. Stroll through the grounds of Lincoln Park Zoo at night and enjoy special after-hours viewing of the … [Read more...] about Discount Tickets for Saturday Night at the Zoo
Maxwell Street Market
There's no Chicago market more iconic than Maxwell Street Market. This year, the market runs on select Sundays, May 18 through October 5, 2025, 10 am -3 pm. Open since 1912, this bustling marketplace is much more than just a place to shop, it's a Chicago cultural mecca. Maxwell Street … [Read more...] about Maxwell Street Market
Chicago Mayfest in Lincoln Park
Beer, food and cover bands are the hallmarks of the city's first festival of the summer, Chicago Mayfest. This year's 28th annual edition continues the tradition from May 16-18, 2025, in the Lincoln Park neighborhood. This year's fest will kick off at Armitage and Sheffield and … [Read more...] about Chicago Mayfest in Lincoln Park
Mole De Mayo Festival in Pilsen
Head to the historic Mexican neighborhood of Pilsen to explore the joys of the traditional chocolate-based dish of mole, at the 16th annual Mole De Mayo fest from May 24-26, 2025. Restaurants and chefs will offer their best recipes for the rich sauce served over enchiladas or meats … [Read more...] about Mole De Mayo Festival in Pilsen
Celebrate German Culture at Chicago Maifest
Welcome spring at the traditional German celebration of the season, Maifest Chicago. The 26th annual festival runs from May 29 to June 1, 2025, in the heart of Chicago's German community in Lincoln Square. Chow down on lots of German food and witness a traditional keg tapping, maypole … [Read more...] about Celebrate German Culture at Chicago Maifest
Belmont-Sheffield Music Fest
For many neighborhood festival fans, the Summer fest season officially kicks off with the cover band glory of the Belmont-Sheffield Music Festival, set for May 23-25, 2025. The 40th annual celebration of community and local musicians draws enthusiastic crowds to the streets near the … [Read more...] about Belmont-Sheffield Music Fest
Celebrate Spring with a Bonfire at Andersonville’s Valborg
Join the Swedish tradition of welcoming spring and banishing winter with a roaring bonfire, music, poetry, food and dance at the second annual Valborg in the Andersonville neighborhood on April 30, 2025. Sit around the bonfire and toss the worries you've written down into the flames to kick … [Read more...] about Celebrate Spring with a Bonfire at Andersonville’s Valborg
Free events at Daley Plaza under the Picasso
One of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present cultural ceremonies that supply an exciting assortment of cultural discoveries for … [Read more...] about Free events at Daley Plaza under the Picasso
