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Well, for that matter, I’ve never been to Chicago yet 😉 or any place in the states…

I've been to Brugge.... And Amsterdam. It was a great 2 week road trip that began in Paris.

Niiiiice!!! And in that respect, if you've seen Paris, Brugge is a much better choice, or Antwerp could also be. Brussels is in a similar style then Paris, Brugge is totally different experience, not even comparable :-)
And yes, Amsterdam is... well, Amsterdam :-D