Summertime when its hot, yes otherwise no, I hate to be chilled when sleeping or attempting to. I find the fan in the summertime acts like a Woosher, one of those machines you can buy to silence background noises so you can sleep. In the summertime this is very hand to have a multifunctional device like this especially with the windows open.
All year, I prefer a fan, or air purifier, or something, constantly blowing air at my head! Best sleep EVER! I like to have some type of covering on me anyway, so this helps regulate my body temp more easily. I have been training myself to sleep without the air blasting me in the face because I am unable to replace the worn out filter on my air purifier just yet, (it costs about $700 , but it lasts at least 6 years with round the clock use). I just don't sleep well without the cooling effect of the "wind", even when I turned the heat down to 56. Although, with the house that cool, (which I love), the cats all pile in bed with me, (which I love), and it tends to make an overly warm nest, (which they love & I hate).
My ceiling fan is almost always on, year round. I'm very sensitive to heat, so i usually have to have a fan on, but i can usually deal if it isnt and can sleep just fine without a fan. My partner on the other hand needs the sound of a fan to fall asleep.