It seems that only eco disengages the transmission so I use it when I get off the mountains or situation where you can see similar conditions.
That being said , I drove 1400 km(~870 miles) in ECO Pro, mostly highways at about 140 km/h and the “additional distance” I gained was about 6 kms(4 miles?).
The way back, I did the same in Comfort and there seemed to be no difference whatsoever.
Talking about G31 540i xDrive
I think I have noticed the same, but I thought I was going insane so decided not to share :D