Here's the route:
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It's still - clearly - in the "pipe dream" phase: to walk, over the course of several weeks, from New Orleans to Chicago. Still, my friend Nez might be up for it.
1,571 km total (976mi)
Averaging between 3.5km/h and 4.0km/h on foot, 8 hours per day, that's 30km per day. Not an excruciating day's walk. So:
30km per day
6 days per week
That 52 travelling days. Taking one day off per week to rest and adding half a week's buffer in case of a minor setback, that's 65 days. 65 days on foot from New Orleans to Chicago.
This isn't a wilderness trip, so we don't need to take extensive supplies with us. We'll need to be carrying clothes, a tent, packs, water, cooking equipment, and a day or two's worth of food. We could easily keep our pack weight down below 35lbs.
We could actually do this. It's just surreal.