If your looking for Chicago, Kentucky is not for you.
Louisville has a big city feel similar to Indianapolis, Nashville, Columbus, St. Louis, etc., but not a "mega city" feel like you will find in NYC or Chicago.
Louisville is definitely a growing town. Its much more urban then anywhere else in the state, and it has a lot of the same conveniences that Indy/Nashville offer, and its a college town similar to Columbus.
Lexington is much smaller then Louisville, about 1/3 to be more precise. Lexington has a similar feel to a city like Madison, WI or perhaps Knoxville, TN (minus the mountains). Lexington is probably a more "friendly" town, and it offers life at a slower pace.
My advice is to check out both cities for yourself and see what you think.
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