Music lovers never want to miss the eclectic music line-up of Wicker Park Fest, scheduled for July 25-27, 2025. This popular neighborhood fest draws visitors from across the country who love cutting-edge sounds and funky arts and crafts vendors. Trendy Wicker Park has been the headquarters … [Read more...] about Wicker Park Fest
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Chicago Gospel Music Festival
Enjoy the spirit-filled gospel music genre that was created in Chicago at the annual Gospel Music Festival on July 12, 2025, in Millennium Park. This beloved fest draws fans from all over the country to hear some of gospel's greatest voices at this free event. A cherished Chicago tradition … [Read more...] about Chicago Gospel Music Festival
DuSable Museum Juneteenth Celebration
DuSable Black History Museum and Education Center celebrates Juneteenth, the oldest nationally recognized commemoration of the ending of slavery in the U.S., with an all-day Juneteenth Celebration on Thursday, June 19, 2025. Yoga, horseback riding, a farmers market, roller … [Read more...] about DuSable Museum Juneteenth Celebration
Free Millennium Park Summer Music Series
The essence of Summer in Chicago is listening to free concerts in the architectural beauty of Millennium Park. The beloved Millennium Park Summer Music Series soars away from June 26 to August 7, 2025. The free concerts will run on Monday and Thursday evenings. The concerts feature a diverse … [Read more...] about Free Millennium Park Summer Music Series
Chicago SummerDance
One of the city’s most beloved dance traditions, Chicago Summerdance, returns to the Spirit of Music Garden in Grant Park as well as neighborhood parks for open-air dancing, live music and dance lessons all summer long, from June until September 2025. Every Wednesday through Saturday of each … [Read more...] about Chicago SummerDance
Wells Street Art Festival
The historic Old Town neighborhood comes alive with the highly anticipated Wells Street Art Festival on June 14 and 15, 2025, in the heart of the landmark neighborhood Traditionally held on the second weekend in June, the fair features artists from all over North America, including painters, … [Read more...] about Wells Street Art Festival
57th Street Art Fair
For art lovers, the Chicago summer season officially kicks off with Hyde Park's beloved 57th Street Art Fair. The 78th annual 57th Street Art Fair is the first major art fair of the season. It opens on June 7-8, 2025. Stroll through Hyde Park's tree-lined thoroughfares and browse a … [Read more...] about 57th Street Art Fair
Free Tuesdays on the Terrace at the MCA
Chicago's acclaimed Museum of Contemporary Art is not just the place to view cutting-edge art pieces, it's also one of the most popular spots to hear free Summer jazz concerts. The beloved Tuesdays on the Terrace music series returns from June 24 to August 26, 2025. Spreading a … [Read more...] about Free Tuesdays on the Terrace at the MCA
Puerto Rican Festival
The Humboldt Park neighborhood will celebrate 44 years of Puerto Rican history, culture and art with the annual Puerto Rican Festival on June 12-15, 2025. The four-day fest will fill Division Street with the sights and sounds of Puerto Rico. The music, dance, art and food of Puerto Rico … [Read more...] about Puerto Rican Festival
Taste of Randolph Street
Over 16 restaurants and two stages of live acts will commemorate the 27th anniversary of the Taste of Randolph on June 13-15, 2025. The highly anticipated festival features some of the best bites in the West Loop neighborhood. Expect to eat and dance your way through three days of events, … [Read more...] about Taste of Randolph Street
Lincoln Park Greek Fest
Enjoy the flavors, sounds and sights of Greek culture at the popular Lincoln Park Greek Fest on June 6-8, 2025. The annual cultural festival features authentic Greek food, music, dancing and a craft fair on the grounds of St. George Greek Orthodox Church Traditional Greek dishes … [Read more...] about Lincoln Park Greek Fest
Old Town Art Fair
Kick off your summer at one of the first art fairs in the country. Old Town Art Fair supplies art, music, food, a children's corner and a garden walk in the historic Old Town Triangle Historic District on June 14 and 15, 2025. Roam through the charming streets of Old Town and view the work of … [Read more...] about Old Town Art Fair
