Very, very, very difficult - or maybe a bit more difficult than that! The Wright Brothers had it easy as any knowledge was more than they had before, plus they were only working in one medium - air.
The problems are scale effects and scale speed. It is almost impossible to make a model that actually matches the real thing - even things like the gaps between door and body panels make a difference. A foam model would have to be surfaced somehow as otherwise the skin friction would be utterly different.
Real road vehicles do not sit with non-rotating wheels on a road that has a 70mph wind flowing over it - so you have to think about rotating model wheels and a moving floor to the test chamber (so that the road and the air are travelling along together).
And then you have to decide at what scale speed you are going to run and that means that you only get to model one component of drag correctly and you have to let the others go hang. And then you need to calibrate the wind tunnel to work out how to convert the test results to full scale results.
You were going to build the test chamber at least ten times the cross-sectional area of the vehicle, weren't you, so that the air could actually flow around it and not just stop?
The one thing that you could do is to compare two similar models at a scale speed that matched pressure drag, since that is the largest drag component. If one model had a lower drag than the other, then that might mean the full-size version would have lower drag too - or it might mean that you changed something between the two models that made the result useless - there would be no way of knowing. But it couldn't harm to try.
Anyone who wanted to learn about road vehicle aerodynamics can't do better than read
The Leading Edge. This book is about solar race vehicles but it is the best explanation of road vehicle aerodynamics that doesn't need a masters degree just to read it.
Just don't expect anything like "this design detail works better than this design detail" as that depends entirely on the circumstances.
For overall road vehicle aerodynamics, including a page or two on trailer drag, the world-wide reference book is
The Aerodynamics of Road Vehicles, now published by SAE. But it is a dry read with lots of equations.
It probably is cheaper and easier to use CFD (Computational Fluid Dynamics) software to model the airflow over a tow vehicle and trailer - I guess that might cost less than $100,000 even including the genius you need to work the software, whereas a decent wind tunnel is going to be in the millions.....