We live in the Lexington area and all the trips via flight to Florida have been on SW from Louisville, except fall break 2015 when all flights were crazy. We drove to Atlanta and flew the rest of the way in as the flights were $78 RT. Next month, we are flying Delta from Cincinnati non stop to MCO. The prices weren't bad at all. I would check out the Delta non-stops. Even though SW is in Cincinnati soon, any flight to Orlando will have a stop in either Chicago or Baltimore. I personally would take a SW layover before flying Allegiant or Frontier, regardless of cost. Too many horror stories on both.
As for the drive, since Lexington is so expensive, we always have an hour plus to get home from the airport. Not a big deal at all.