There's gotta be a great blues song out there (something parallel to the country song "Broke down south of Dallas")... that tells it for what it is... getting through Chicago..... or Hell... getting round the lakes. Every trip map I plug the route into is a blue ribbon filled with exclamation marks so packed together it becomes one big "Don't do it!"
I know ...I was gonna try the Canadian route from Niagara (rhymes with viagra...I know there's gotta be a song in here) to Flint, MI and on to the lake to cross with ferry..... well it still seems that is just too darn leisurely. When I want out of the northeast I need to get OUT... fast. Once I hit the mid west life will all get better travel wise. Wide open spaces.
There is also the scary part of finding a place for the first 2 nights to sleep.... Walmart is not an option in that area... That's almost is a horror movie script. So.... plan B ... or maybe C... is to get to Erie, Penn or so.... then somehow sprout wings and get to the other side of Chicago .... sleep......... and head out on I-90. Any and all half-ass ideas will be considered.