Wisconsin here. (Milwaukee originally, but now live in New Berlin). Cities cleaner than my own damn house.
Been to Baltimore, that sh*t definitely is a dump outside the inner harbor and downtown area. Had to take a bus from Penn Station to the harbor once. Nastiest sh*t I've seen in a long time.
Miami, my people's only had us chillin in the nice areas. Not just South Beach, either.
Las Vegas, I seen a lot of sh*t on the strip alone, can't imagine how it'd be outside of that area and areas surrounding it.
New York, same with Vegas. Understandable, though, because there are just too many fu*king people. And these days, all the money is going to cleaning up crime more than trash.
I have to say that Orlando is the cleanest city I have been to in my life, followed closely by San Francisco, then by the Twin Cities. I'm sure Seattle would be cleaner than them both though.
As for dirty sh*tball cities not on this list, Mobile, AL and Chicago, IL. Sorry, Chitown, ya'll take an L all over ya'll city.