I’d start by looking closely before I ask about price. Check the frame, welds, joints, rust, wicker, straps, cushions, and whether the piece is sturdy enough to be worth fixing. If I spot a loose joint or faded fabric, I use that as a friendly point, not a weapon: “I like it, but it needs some work—what’s the best you can do?
Then I ask what they’re asking and if they have any flexibility. Don’t throw out a lowball immediately; let them talk. If I’m interested in more than one item—say a chair and a small table—I bundle: “If I take both, can you do a better price?” Bundling often works because sellers want to move inventory.
Cash is a big advantage at flea markets. I keep small bills handy and make a clear offer: “I can do $60 cash right now.” I make the offer politely and wait. If the seller says no, I don’t argue. I might ask, “Is there any wiggle room if I come back near closing?” Timing matters; the last hour can be good, but don’t assume every seller is desperate.
I also compare against what new urban outdoor furniture costs. If a piece needs new cushions, paint, or welding, I factor that in. And I’m ready to walk away with a smile. Sometimes that’s what gets the best final offer. The key is being friendly, specific, and willing to pay a fair price—not just the lowest one.