As long as there's good snow cover, I've had little
pea plants overwinter with stretches of -15C. If you plant enough seeds for the rodents, you'll have some come up in the spring too. You'll also get bonus patches where the rodents stashed seeds and forgot about them.
For stuff to plant in the fall and have come up in the spring, I've had success with pretty much any spring crop - all the leafy greens like mustard, lettuce, spinach, chicory, kale, etc. Radishes, turnips, beets, poppies, alliums, parsley.
Mache/lamb's lettuce/corn salad is a great green to start late in the year. I have it naturalizing at my place now, which I love.
Sunflowers come up all over the place where birds and rodents hide seeds.
The only thing with the leafy greens is that a lot of them bolt early when fall/winter seeded. So I always plant some later in the spring anyway.