I am probably not a good person to give advice for this question as I live in South Carolina but one tip I have is that if you don't like the look of spandex hugging your legs (neither do I), you can wear something over it.  For cold runs I usually wear running tights with shorts over them.  Most companies (Nike, UnderArmor...) make shirts for cold weather that are moisture wicking.  These would be a good base layer, then have another layer on top to block the wind.  Gloves are also very important (they need to be wind resistant as well).  I like to wear the thick headband around my head too (the kind that covers your ears).

Hopefully some more runners from up north can help...I think it's alread colder in MI than it will get all winter in SC!