Rain at the wrong time is often a problem with small grain growing in the Midwest, but we do regularly grow a delicious hard red winter wheat (Arapahoe variety) and a winter rye (VNS). They are sold as food grade if they are of high enough quality (depending on the rain), or as animal feed if not. Despite harvesting in July, we often have to wait until September or October for cleaning and test results to know whether we have these grains available.
We grew a tiny test plot of 1/4 acre of winter wheat in 2010.
Edible Chicago ran a nice article on our wheat in the Winter 2012 issue.