You may want to take a ferry across Lake Michigan from Manitowoc to Ludington (or Milwaukee to Muskegon = $95) and head north along the lake from there. Traverse City, Harbor Springs, Sleeping Bear Dunes, Empire, Charlevoix, Mackinac City and Island, then loop back west in the UP. I rode the ferry with my motorcycle and I think it cost $72 for you and your bike. Save you from going around the south end of Lake Michigan. I did that on the motorcycle a couple of months ago and I do not consider that fun (and going through Chicago was no fun - I love the city, but not motorcycle friendly so I would probably say the same for bicycles - on the south side especially).
https://jet.com/product/product/47e8...959fc18a9e2f97