Should I file a claim to fix a chip in my windshield?

I was at the gas stations and a guy offered to repair my windshield. He said it shouldn't cost me anything since my insurance company would cover it. Should I do it?

Each company handles glass repair a bit differently, so I would be cautious to assume you would not have to pay anything out of pocket. If your company is willing to cover the repair then it may be worth the claim. Keep in mind, however, that filing multiple claims with your company within a 3 year window can cause them to non-renew your policy. If the repair is inexpensive you might consider paying for the glass treatment yourself and avoid filing a claim.