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My experience with grains is that wheat, rye, barley and oats will reseed as long as you don't harvest every head of grain. You have problems with reseeding when there is a long period between when the grain is harvested and replanted for the next year's crop.
Keeping this in view, will winter wheat reseed itself?
In fields where wheat was just harvested, one option is to allow the wheat to reseed itself without tilling the land. As long as the soil is covered, this would be considered a cover crop. A better option may be to seed cereal rye into the volunteer wheat, so the rye can utilize the extra moisture in the spring.
In this regard, can you broadcast cereal rye?
Cereal rye is compatible with multiple crop rotation systems in many regions. It can be used as a strip cover crop, overseeded, drilled, and/or broadcast. It overwinters well, and creates a physical barrier to weeds by producing large amounts of biomass (Clark, 2007).
Rye grains germinate readily at constant low temperatures (5°C, for example) and some can germinate on a cycle of 16 h at −30°C and 8 h at 20°C over seven days; liquid nitrogen temperatures can also be endured by dry seeds.