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The largest metropolitan areas remain 1) New York, 2) Los Angeles, 3) Chicago, 4) Washington D.C., and 5) Boston.
But, according to this amazing chart, these Empire Staters have a point: New York City is the boss of American cities. Here's the chart, which tracks the 20 largest U.S. metro areas from 1790 though 2010 (Click on the chart for a bigger version).