Remember, an airfoil (rotor, in this case) operates on lift, more wind=more lift at same speeds. Oops, you didn't mention speeds! Given the same speed, I suppose in theory they would reach the ground at the same time, but the headwind will be a bit more forgiving on the bottom....in other words, if there is no wind, you may have to slide it on, whereas with a wind, you might be able to sit is down with zero airspeed. Of course, experience makes a difference too! The headwind provides more options, including being able to stretch the glide a bit further if you go to the bottom of the green....