🇺🇸 Regret Not Going Sooner… 6 Must-Visit Flea Markets in Chicago!

1️⃣ Maxwell Street Market 📅 Fri 9AM–4PM | Sun 7AM–2PM 📍 800 S Desplaines St, Chicago, IL 60607 🎷 100-year-old market! Vintage clothes, live music, street food. A true Chicago classic. 2️⃣ Swap-O-Rama 📅 Open Apr 6–Nov 23 | Tue/Thu (outdoor only) | Sat/Sun (indoor + outdoor) 📍 4200 S Ashland Ave, Chicago, IL 60609 🎫 $1+ | Kids under 12 free 🍎 Fresh produce, clothes, pony rides 🐴 – fun for the whole family! 3️⃣ Brown Elephant Resale Shop 📍 5404 N Clark St, Chicago, IL 60640 🛋️ Not a traditional market, but packed with vintage clothing and retro home decor. The building itself is super cool 😎 (3 locations in Chicago!) 4️⃣ Randolph Street Market 📅 Next dates: May 25–26 📍 1341 W Randolph St, Chicago, IL 60607 🎫 $12 | $5 for students 🏮 200+ indoor/outdoor stalls + kids’ treasure map activity. Great for families! 👨‍👩‍👧 5️⃣ Kane County Flea Market 📍 525 S Randall Rd, St. Charles, IL 60174 🚗 1hr drive from Chicago 📅 Open once a month (Mar–Nov) – Next: May 4–5 🎫 $6 🪑 Vintage furniture, sports memorabilia, retro fashion. A collector’s paradise! 6️⃣ Wolff's Flea Market 📅 Every Sunday starting Apr 28 📍 Allstate Arena Parking Lot, 6920 Mannheim Rd, Rosemont, IL 60018 🛒 700+ outdoor stalls! Handmade goods, vintage bags, coats, food trucks 🥨🍦 #Chicago #FleaMarket #VintageShopping #Thrifting #ChicagoGuide #Secondhand #ChicagoTravel