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Throwback Music Festival

Chicago's premier end of summer music festival on Milwaukee Avenue.

Gladstone Park Throwback Music Fest logo
September 11-13, 2026Milwaukee Avenue, Chicago

Held in conjunction with the Gladstone Park Neighborhood Association, the Throwback Music Fest is Chicago's premier end of summer music festival. Stretching nearly 2 blocks on Milwaukee Avenue, the fest welcomes all genres of music, local businesses, local retail vendors, a variety of food options, and fun for the kids!

Additional events include the Sunday classic car show, the 'Miss Throwback' pin-up contest, pet parade, and a ceremony to honor our first responders.

Planning is underway for the 2026 edition of the fest. Be sure to check back often for updates, or visit the official website for the fest.

Scenes from the Fest

Band performing on the Throwback Music Fest stage at night to a packed crowd
Festival attendees filling Milwaukee Avenue between vendor tents
Live band performing on the Throwback Music Fest main stage during the day
Inflatable bounce houses and slides in the kids' area at Throwback Music Fest

Community

Celebrating Our Scholarship Winners

Gladstone Park Chamber scholarship winners