Venues across the Hyde Park, Kenwood and Washington Park neighborhoods will come alive with live jazz during the 18th annual Hyde Park Jazz Festival on September 27-28, 2025. Music lovers will enjoy 34 free performances of local, national and international artists at a varied assortment of … [Read more...] about Hyde Park Jazz Festival
Music
Harper Court Summer Music Series
Hyde Park sizzles in the summer and the neighborhood will get even more energized during the Harper Court Summer Music Series, set for August 7 and September 4, 2025. A summer tradition since 2015, the free outdoor concerts feature local musicians and bring a festive sense of community … [Read more...] about Harper Court Summer Music Series
Glenwood Avenue Arts Fest
The Rogers Park neighborhood will host the highly anticipated Glenwood Avenue Arts Fest on August 15-17, 2025. Chicago's most diverse community will showcase free live music, art, creative performances, food and crafts by an eclectic array of artists and artisans. Over 120 … [Read more...] about Glenwood Avenue Arts Fest
Bud Billiken Parade
Head to Chicago's Bronzeville neighborhood to witness the second largest parade in the U.S. after the Rose Bowl; the historic Bud Billiken Parade celebrates 96 years of African American music, pageantry and community on August 9, 2025. Filled with over 200 elaborate marching bands, drill … [Read more...] about Bud Billiken Parade
Retro on Roscoe Festival
Go back in time and enjoy oldies and throwback fashion at the 28th annual Retro on Roscoe festival on September 5-7, 2025, in the Roscoe Village neighborhood. Groove to music on three stages, including a family stage, within a six-block stretch of Roscoe Village. Enjoy music from … [Read more...] about Retro on Roscoe Festival
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
Northalsted Market Days
The largest street festival in the Midwest returns to the bustling Lakeview neighborhood for a two-day celebration of music, pride and community. Northalsted Market Days is scheduled for August 8-10, 2025. The 43rd annual festival kicks off with over 250 vendors, five stages and all-day … [Read more...] about Northalsted Market Days
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
Hyde Park Handmade Artisan Bazaar
For ten years, the free Hyde Park Handmade Artisan Bazaar has supplied a monthly pop-up of hand-crafted goodies beloved by loyal customers. Don't miss the fun at the summer markets on July 20 and August 17, 2025 This eclectic indoor market serves up one-of-a-kind finds like funky … [Read more...] about Hyde Park Handmade Artisan Bazaar
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
Wrigleyville Night Market
Summer nights just got more exciting with the start of the weekly Wrigleyville Night Markets at Gallagher Way, kicking off on July 10, 2025, through September 18, 2025. Enjoy strolling through over 50 vendors displaying vintage clothing, jewelry, home goods and lots of unexpected finds. … [Read more...] about Wrigleyville Night Market
Chicago Full Moon Fire Jam
The full moon is celebrated in many ways in different cultures but in Chicago, fire dancers and percussion are the highlights of the annual summer Full Moon Jam. Glowing along the shores of Lake Michigan, this year's full moon jams will take place on July 10, August 8 and September 8, … [Read more...] about Chicago Full Moon Fire Jam
