Flea Events in Chicago

Check out happening flea events all around Chicago, IL

Chicago Vintage, Streetwear & Artisan Market 2026

Fri, 19 Jun at 10:00 am McCormick Place Free

Fresa Fests - Pinterest IRL Market ✨ HUGE Trinket + Fashion Market

Sun, 23 Aug at 12:00 pm 4325 N Ravenswood Ave USD 7

Dumpstaphunk May 29 in Chicago, IL

Fri, 29 May at 08:00 pm Garcia's Chicago

Films on the Green | Arco

Fri, 10 Jul at 08:30 pm Welles (Gideon) Park Free

Fresa Fests - Halfway To Halloween Market ✨ Spooky + Trinket Market

Sun, 24 May at 12:00 pm 1657 N Kostner Ave Free

Forever Fly Vintage Market

Sat, 06 Jun at 12:00 pm L1 Retail Store Free

Jackson Park Highlands Neighborhood Garage Sale!

Sat, 13 Jun at 09:00 am Jackson Park Highlands Historical Marker Free

Lamp Camp Rummage Sale!

Sun, 31 May at 11:00 am West Humboldt Park

Unscheduled Cash4RC Buying Event in Illinois

Thu, 30 Jul at 03:00 pm Chicago, IL