Which of these US cities would you pick and why?

I don't know what type of weather you would prefer. You need a big city for good urban transportation and for access to nice living areas. I would choose Chicago first despite it's frigid winters, it is a wonderful city and easy to get around in. Then I would pick Arlington Virginia for its wonderful weather but I don't know about transportation in the city, it's a small city at best. California is always good but I don't know those cities. I would stay away from Miami, Atlanta, Iowa, Kentucky and Seattle (awful weather). Stick with Chicago, Virginia and California.