Great — here are reliable places and ways to find pre‑owned watches in Chicago, grouped by type so you can pick what fits your needs (budget, brand, warranty, in‑person inspection).

Local pre‑owned watch specialists (large inventories, inspected pieces)

• Burdeen’s Jewelry — long‑running Chicago jeweler with one of the largest local collections of pre‑owned timepieces (multiple Chicago locations). Good for luxury and estate pieces. (usa.watchpro.com)
• Mac Time Chicago — local shop that sells and ships pre‑owned luxury watches (brick‑and‑mortar + online presence). Useful if you want both walk‑in and online options. (mactimechicago.com)

Authorized retailers / certified pre‑owned programs

• Razny Jewelers (Oak Street) — an Official Rolex retailer in Chicago; offers Rolex Certified Pre‑Owned watches and Rolex servicing. Good if you want manufacturer‑backed CPO pieces. (Rolex.com)
• CD Peacock — Chicago jeweler participating in Rolex Certified Pre‑Owned program (offers Rolex CPO inventory and warranty). (dailyherald.com)

Pawn shops & local estate/jewelry stores (often good bargains, inspect carefully)

• Fullerton Pawners and similar reputable pawnbrokers around Chicago carry pre‑owned watches and jewelry; good for bargains but require careful authentication and possible servicing. (fullertonpawners.com)

Online marketplaces and national pre‑owned dealers (shipped to Chicago)

• Bob’s Watches, WatchBox, and similar national pre‑owned marketplaces — large selections, return policies and authentication services; convenient if you’re open to buying online. (Note: check current inventory, returns and authentication policies before buying.)

Other good options

• Local watch repair/servicing shops and independent dealers — they often sell serviced, pre‑owned pieces and can authenticate/pressure‑test on site.
• Watch meetups, collector forums, and local watch shows/auctions — useful if you want to see pieces in person and meet sellers/collectors.

Safety tips when buying pre‑owned

• Ask for provenance/service history and original box/papers when possible.
• Insist on an authentication or inspection (authorized dealer, independent watchmaker, or third‑party authentication).
• Check return policy and any warranty (manufacturer CPO programs usually include warranties).
• If buying online, use dealers with transparent grading, photos, and a return period.

If you want, I can:

• Look up addresses, hours and direct links for any of the shops above in Chicago and map the closest ones to you; or
• Search current pre‑owned inventory for a specific brand/model (e.g., Rolex Submariner, Omega Speedmaster) and compare prices/warranties.

Which would you like next?