The Jefferson Park neighborhood on Chicago's Northwest side will come alive with music and creative arts during the 24th annual Jeff Fest, on August 1-2, 2025. The sprawling seven acres of Jefferson Memorial Park will host this beloved community event, which features tribute bands, … [Read more...] about Jeff Fest Arts and Music Festival
live music
Free Chicago Jazz Festival
Since 1974, jazz fans from all over the globe have flocked to Chicago for the annual Chicago Jazz Festival, which showcases jazz legends as well as up-and-coming musicians. This year's four-day festival will run from August 28 -31, 2025. Celebrate jazz in all its forms in Millennium Park and … [Read more...] about Free Chicago Jazz Festival
Chicago House Music Festival and Conference
As the birthplace of house music, Chicago always celebrates and honors this influential art form. The Chicago House Music Festival and Conference will bring the music, history and culture of house music into focus on August 21-24, 2025. The four days of free events will feature … [Read more...] about Chicago House Music Festival and Conference
Jazz ‘N on The Steps
Take in the smooth rhythms of jazz during Summer evenings at the Jazz' N on The Steps free event on July 27, 2025, at St. Moses the Black Parish. Hosted by the Southside Jazz Coalition, this popular community concert features well-known jazz vocalists and musicians performing on the … [Read more...] about Jazz ‘N on The Steps
Passport Vibes: Afrobeat Street Festival
Dance to the joyful, contagious rhythms of Afrobeat music during the free Afrobeat Street Festival on July 13, 2025, in the Hyde Park neighborhood. Explore the culture of Afrobeat, a genre created in Nigeria by the legendary musician Fela Kuti, with DJs from around the world … [Read more...] about Passport Vibes: Afrobeat Street Festival
Andersonville Vintage Market
The Chicago shopping event of the summer returns; the fifth annual Andersonville Vintage Market will supply treasures from every era on select Sundays on July 20, August 17. September 21 and October 19, 2025. Discover one-of-a-kind antiques, jewelry, furniture, art, clothing and more at … [Read more...] about Andersonville Vintage Market
Ravenswood on Tap
Head to Malt Row, Ravenswood's bustling craft beer community to sip your way through the annual Ravenswood on Tap festival on July 19 - 20, 2025. The festival showcases the neighborhood's small craft breweries, including Koval, Dovetail, Half Acre and more. Enjoy fresh brews and cocktails as … [Read more...] about Ravenswood on Tap
Tacos Y Tamales Festival
Taste the delicious Mexican food traditions of authentic tacos and tamales at the inaugural Tacos Y Tamales Festival on July 18-20, 2025, in the Pilsen neighborhood. Experience a variety of Latin American cultural highlights at this free, three-day festival. Sample different tamales … [Read more...] about Tacos Y Tamales Festival
International Festival of Life
Enjoy the global rhythms of reggae, African and Latin music at the 32nd annual African/ Caribbean International Festival of Life, July 11-13, 2025. Dive into the music, food and art of different cultures during this beloved event in the South Loop. The headliners for this … [Read more...] about International Festival of Life
Wicker Park Fest
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
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




















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