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
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
Enjoy A Free Latin Jazz Concert
Head to the Humboldt Park neighborhood for a sizzling free concert of Latin jazz music with award-winning musician Richard Pena at the Segundo Ruiz Belvis Cultural Center on April 12, 2025. Richard Pena will perform the world premiere of his new album, "The Latin Side of Jazz Guitar," which … [Read more...] about Enjoy A Free Latin Jazz Concert
Sor Juana Festival Events
The annual Sor Juana Festival honors the historic Mexican writer, feminist and nun, Sor Juana Ines de la Cruz with a dynamic line-up of artists, writers, filmmakers and singers at the National Museum of Mexican Art through April 26, 2025. Check out some of the exciting … [Read more...] about Sor Juana Festival Events
Free World Music Wednesday Concerts
The new season for World Music Wednesday has been announced! Every Wednesday, through June 25, 2025, at 8:00 pm, the Old Town School of Folk Music will host a free concert series, World Music Wednesdays, featuring musicians from all around the world. Culture and countries represented … [Read more...] about Free World Music Wednesday Concerts
Chicago Flamenco Festival
Four live performances and three limited-release films highlight traditional Spanish dance at this year's Chicago Flamenco Festival which continues on March 14-15 and March 24, 2025. Focused on the preservation and presentation of the multi-cultural art form of flamenco, the Chicago Flamenco … [Read more...] about Chicago Flamenco Festival