In a bit of a gonzo move, we did Chicago in 11 hours, driving in at 10 AM and returning to Cleveland at 9 PM, all by car a few days before we left the US. Was it foolish? Yes Did it save us money? Absolutely Was it a good preparatory budget trip for our voyage? I think so.
My impressions of Chicago (although I’ve been there 5+ times now):
If I wanted to show someone what a great AEMRICAN city looks and feels like, I’d send them to Chicago. It’s well-planned, well-taken care of, and FEELS like America.
(New York is a great city, but it’s a world city, not an American one. If someone just went to NYC, they wouldn’t have an accurate picture of America at all.)
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