Oh wow. Yeah, I haven't seen that map before.
I live down in Milwaukee. Interested, for sure! But the problem isn't necessarily logistics with transportation, its getting time off work. Really from late March until August I don't have the opportunity to go on long trips. Weekends at best. Then September through November I'm out of commission again.
This is a trip I'm definitely going to keep tucked in the back of my mind, now knowing more about it.
FWIW, I have initial plans this summer to do the Maah Daah Hey trail in North Dakota. 90ish miles of trail an another 100 packrafting the Little Missouri. I might put an invite on BPL once things become solidified.