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I would go with NYC, LA, San Francisco, and Miami. Those are the four cities that, internationally, everyone knows and wants to go see.
Chicago isn’t an international city like the other 4 here. It’s just… very large. And in that sense it’s like Houston, Detroit or Atlanta. Large, important cities in the US but not particularly relevant on the world stage.
(And yes I know I’m gonna get angry Chicagoans responding, I’m kinda shitposting a bit here)