Get ready to time-travel at Retro on Roscoe, one of Chicago’s most beloved street festivals, happening September 5-7 in the charming Roscoe Village! This throwback extravaganza is packed with live music, classic car shows, vintage shopping, and old-school fun for all ages.

Stroll down Roscoe Street and soak in the nostalgic vibes, from decades-spanning hits on multiple stages to rows of rare and restored classic cars gleaming in the sun. Indulge in delicious eats from top local vendors, sip on craft beer, and let the kids enjoy the family-friendly games and activities in the dedicated children’s area.

Time: Fri 5-10pm, Sat noon-10pm Sun noon - 8pm

Cost: $15 suggested donation

Ages: All ages