Oh man, I gotta chime in on this
Got a degree in Aerospace Engineering and used to work for Boeing. Now I build bridges...but I still love my airplanes!
If you're pulling a trailer, then a cap will most definitely help you. What will happen if you don't have one is that you will get vortices forming off the back of the cab that will then slam into the front of the trailer. That flow will then need to bend around the trailer again.
If you do have a cap, then the flow is pretty much smooth across the truck. When it gets to the rear, it will try to converge but...run into the front of your trailer and then stay relatively attached as it flows down the sides. Kind of like two NASCAR stockers drafting. An Airstream is better than a box SOB at allowing the flow to converge smoothly at the end, but it still will create turbulence as the air trys to come back together.
Now when you're not towing, it's just the opposite. The cap creates more drag than not having it. What you've basically got now is a giant brick and the air rolling off the back of the truck will really create some vortices.
Granted, we're not going 600mph here and it's not the same deal at 60 as it is at 600 (or even 150). But, the ideal would be to have an inflatable cone that comes off the back so that the air doesn't "slam" back together but converges smoothly. DOT would love it wouldn't they??!!
I've actually seen a device called the "Tailcone" on the backs of some semi truck box trailers. It would be next to useless, aerodynamically. But it looks cool.
Remember, the F-4 Phantom is proof positive that with enough engine, even a brick can fly!