I believe NYC and Boston are the hardest. I've run both this year. I'd say NYC is a bit more difficult than Boston. I believe the 3 others are easier because they're flat.
I don't know which one is the hardest between London, Chicago and Berlin. I would think Berlin is the easiest, then Chicago then London followed by Boston and finally NYC.
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Based on the assumption that the person asking is referring to a standard 26.2 mile marathon, and not an Ultra Marathon (50k and up). I would venture to say that Pikes Peak Marathon in Colorado is the toughest closely followed by the Equinox Marathon in Fairbanks Alaska. Others may disagree, but they probably haven't run the Equinox either... :)