Flea Markets in Chicago, IL
🗒️ 2 markets
- Buyers Flea MarketChicago, ILEvery Sat & Sun 8am-5pm
- Randolph Street MarketChicago, ILMonthly weekend dates: Sat & Sun 10am-5pm
Buyers Flea Market
💰 What to buy here
- Handheld gaming units (Nintendo DS, PSP, Game Boy) Buy$15-40 → Sell online$65-130 on eBay Inspect LCD screens for black dead-pixel spots or ghosting; ensure cartridge slot reads games properly.
- Vintage deadstock snapback hats and team beanies Buy$3-10 → Sell online$25-65 on Poshmark Look for green undervisor caps from Sports Specialties, Drew Pearson, or Logo Athletic with intact inner plastic straps.
- Mexican folk pottery and Talavera art ceramics Buy$5-15 → Sell online$35-85 on Etsy Prioritize hand-painted, lead-free decorative pieces with artisan signatures on the base over modern factory transfers.
Randolph Street Market
💰 What to buy here
- Designer vintage jackets and coats (Pendleton, Barbour, Burberry) Buy$30-70 → Sell online$130-300 on Poshmark Examine wool garments carefully for moth tracking or holes and inspect lining seams under arms for stress tears.
- Barware sets (Culver 22k gold, Georges Briard) Buy$15-40 → Sell online$80-190 on Etsy Look for complete six-to-eight piece glassware sets in wire caddies where the genuine 22-karat gold inlay shows zero dishwasher fade.
- Mid-century modern oil paintings and gallery prints Buy$25-60 → Sell online$120-280 on Chairish Look for signed canvas boards in period teak or walnut shadowbox frames that can be shipped safely in flat mailers.
Know what to grab before you go
These categories hide the most undervalued finds at flea markets. Learn what drives their prices — or just scan the item at the stall and get an expert answer.
Questions resellers ask
What are the best flea markets in Chicago, IL?
Well-known flea markets in Chicago, IL include Buyers Flea Market (Chicago, IL) and Randolph Street Market (Chicago, IL). This page lists 2 markets with addresses, opening hours and what to buy there to resell.
When are flea markets open in Chicago, IL?
Most run on weekends. Buyers Flea Market: Every Sat & Sun 8am-5pm; Randolph Street Market: Monthly weekend dates: Sat & Sun 10am-5pm. Hours change with the season, so check the market's own website before you go.
What can you buy at flea markets in Chicago, IL to resell?
Good finds at these markets include Handheld gaming units (Nintendo DS, PSP, Game Boy) (buy $15-40, resell $65-130 on eBay), Vintage deadstock snapback hats and team beanies (buy $3-10, resell $25-65 on Poshmark), Mexican folk pottery and Talavera art ceramics (buy $5-15, resell $35-85 on Etsy) and Designer vintage jackets and coats (Pendleton, Barbour, Burberry) (buy $30-70, resell $130-300 on Poshmark). Check what an item actually sold for before you pay — the FlipTip app shows real sold prices from a photo.