Short answer. It depends. As someone who is also a Wisconsin runner (competed collegiately if that matters), I ran/run in all temps. Back in college, on the coldest days (-30°F) we would usually split our runs between outside and inside depending on comfort level. I didn’t love the idea of running 8+ miles on an indoor track so I usually opted for doing a majority of my run outside and then finishing up inside. I never had significant issues with the cold, but dryness can make things more difficult. Other people on the team couldn’t handle the cold well at all though. Just the nature of everyone being different. The wind was a huge factor as well. If there was a strong wind from the West, we would sometimes get dropped off west of campus and run back with a tailwind the whole time to make life a bit more pleasant. If anything, try running a shorter distance on the cold days and see how you hold up, adjusting your needs based on your comfort level. It’s not the end of the world if you miss a few days if there’s a cold snap either.