While operating a flight New York to San Francisco near the Ohio/Indiana border, I saw what looked initially like a satellite however it became apparent that it was operating in a figure eight pattern. We were on about a 250 degree course and what I saw was about 40 degrees to our right and at very high altitude and seemingly quite distant laterally and I’m assuming upper atmospheric or even higher. It took approximately 3-4 minutes to complete a turn and become visible again and it looked like it was being lit by the sun very much like a satellite would. As I stated however, after completing a circle, it turned in a direction opposite of its prior turn producing a figure eight pattern. After about 1.5 to 2 hours, I lost sight of the object until approaching the front range near Denver where I saw it again only this time there was what appeared to be 2 vehicles making a left turn. I lost sight of them permanently afterwards. In all my years of flying, I’ve never anything like that.