I did this ten years ago. I was debating whether to drive a low mileage, but then 42 year old collector car ~ 350 miles home after buying it. I decided to rent a U-haul trailer, and towed it with my buddy's F-150. The round trip trailer rental wasn't expensive. It turned out to be the right choice. The heat riser valve was frozen in the closed position. Driving it like that for a few hundred miles could have caused damage requiring repairs costing far more a trailering it.
Since I was going from the Detroit area to upstate NY, I drove across southern Ontario. This route is about 125 miles shorter, but requires two border crossings. Re-entering the US at about 02:00, the border agent climbed up on the trailer and wrote down the VIN. He then disappeared for a couple of minutes, presumably to check it against alert lists. The paperwork I had was a hand written bill of sale, the title signed over to me, and an insurance card in my name. Before I bought the car, I had DMV and a LEO friend run the VIN. I didn't want to get bad news when the seller already had my money.
So, if you feel lucky, just drive it. In my case, working to prevent a bad outcome was effective.