I don't get to hike much in Iowa, but I bike a lot.
In the summer, my outfit is wicking shorts and top, with lightest weight thin fabric my goal. The inseam lengths are from 8" to 10", generally. Keeps me cool all through the summer so long as I am moving and making a breeze.
In the transition period, like now with days in the high 40's or any of the 50's or the low 60's, I wear heavy cotton shorts which are pretty much wind proof. I like the longer inseam lengths up to 14" or 15". If you can't buy them, just cut off some heavy cotton pants and put in a simple hem.
I am in the process of buying leg warmers to help with the lower temperatures in the 40's and 30's. Actually, I could just use black long thermals, polyester or wool, for those temps too.
I can imagine that a fleece or flannel lining to the shorts would be a nice addition, but then one might question the interaction with the long thermals.
Those leg ties that are intended for young men's shorts to cinch the shorts up to the legs, but instead are always left to dangle stylishly are a thought for ventilation control to contain more heat or to open up for more ventilation. You could use velcro closures to do the same without the "dangle" of the leg strips.
To me, the idea isn't new. So I don't automatically reject it.
To others, the idea seems new, and so they tend to automatically reject it.
IF they themselves had thought of it, it would be a different story.
I have seen a few bicyclists whose winter outfit is shorts over thermals of the bicycling kind ($$$$). Actually looks nice, to me anyway.
Don't let the negativity here discourage you, except to highlight that the introductory sport may be bicycles rather than backpacks for "wind shorts".
For bicyclists, wind in the crotch area is a serious consideration that all have experienced if you do the sport in cold windy weather. :-(