It has been quite a few years since the discussion on routes has been posted. I am looking for a route on paved roads or trails from Chicago to Madison to spread out over 2-3 days. Gravel might be okay depending on how rough it is. One bike on the ride has 23 mm tires without enough clearance to go much wider. Any suggestions?
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I've done Chicago to Milwaukee several times, never done Milwaukee to Madison. Milwaukee is pretty much the half way point. The route is mostly trails, though not entirely. I mostly followed the Google Maps route though added a little distance by trying to stay as close to the lake as possible. Of course you can also ride northwest through the northwest suburbs and stick to mostly roads. I did the Harvard to Madison route a few years back and it was mostly on low traffic routes, though of course this route has you going up and down hills most the entire way.
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