6. Chicago, Illinois
Perhaps no moviemaker celebrated the city of Chicago’s onscreen majesty with more zeal than the late, great John Hughes, who showcased the city as a virtual Candy Land of locations: between the iconic skyline, gorgeous brownstones, suburban mansions, gritty urban backdrops, the “L,” and Lake Michigan, the city can be made to look old, new, warm, cold, polished, rough and beachy.
Beyond mere aesthetics, Chicago has all the gravitas of the nation’s third biggest city—culture, nightlife, arts and good eats—with a Midwestern vibe, reasonable housing costs, deep dish pizza, and a miraculous infrastructure by which cars and a far-reaching public transportation system coexist in harmony.