Same here, I'm from the Chicago burbs and was identified by both quizzes as such.
But the NYT one had some that I wanted to select multiple for. Such as "service road" & "frontage road". I selected "service road" but I know that in Chicago where I'm from the term "frontage road" is used but I don't think I personally would use it in a sentence since it isn't intuitive to me.
There were other examples where I wanted to select multiple.
Also never been to Buffalo and don't know what a "weck" is.