I got Milwaukee.
My parents are from the midwest, while I was raised in (Northern) California. So that's not too surprising. I don't have any of the Chicago (etc.) vowel shift, and actually the (Northern) California region was relatively bright as well, just not quite as much as the Milwaukee and outside-of-Chicago region.
Interestingly enough, I'm now a student at a school about 2 hours south of Chicago, so I guess I'm back home, dialectally speaking. (Well, almost.)
I like that there's now a quiz for this that is personalized. I showed my students the maps and other information from this research earlier this semester, but a personalized version wasn't available. I'll definitely use this next semester for that purpose.
for me it was the use of the words "kitty-corner" and "cougar"
I wonder about "cougar". I use about three of those interchangeably-- Mountain Lion (default), Cougar, Puma (and
maybe Panther, though that refers to another animal generally). I definitely recognize all of those.
But in some cases, there is no variation.
I think a quiz like this would get more relevant information based on recognition of terms rather than what one actually uses. I recognize "cougar" for example, but there were some other words I didn't know at all. That shows experience, rather than just where one was born.
Additionally, I think the whole thing is making an assumption that we each have a single dialect, rather than (in many cases) a complex interaction of where our parents are from, where we were raised, and where we have lived.
I think this quiz would do
very well for monolinguals who were born in the city where they still live and have never moved. But that's a somewhat outdated idea (still, oddly enough, the standard for dialect research in a sense though).
I got St. Louis and Philadelphia/Newark.
I don't know about St. Louis. But Philadelphia is relatively conservative and similar to British English so I'm not surprised.
Actually, Philadelphia/Newark was specifically the
least similar city for me!
What on earth does kitty-corner mean? 
Diagonally across an intersection. It's an odd term, probably strictly American.
So if you have an intersection of two streets with buildings on each corner in the following pattern:
A B
C D
Then A & D (and B & C) are kitty-corner from each other.
I don't really use the term myself, but I've heard it a lot. I also am not sure I fully understand the definition-- I don't know, for example, whether it would apply within a block, so that you are looking diagonally across to a different place across the same street. It's definitely that form of the word, though, so I picked it for that reason.
Regardless, you must admit it's a useful (technical?) term. We don't have any other easy word for that, and even "diagonally across" doesn't quite capture it specifically. It's a unique concept.