Do you have one of those expensive hoods like I do with the vents in it? The cool air comes in and the heat will rise if it can vent out it could make a difference, otherwise your just blowing the heat around in there until it can try to get it pushed out.
Are you checking the fluid when it's in Park or Neutral?
I don't own a Jeep with a Auto so I don't know if they get checked in Neutral like the older Chrysler transmissions or not.
The best and easiest way to get air out of the cooling system is to jack up the front of the Jeep at least 6". Then take radiator cap off and start engine and let it idle, add coolant until it's full.