The alphamegalog of the cities of Kentucky lists the largest city in Kentucky for each letter of the alphabet. In this case, ‘largest’ is based on population within the city proper.

Ashland
Bowling Green
Covington
Danville
Elizabethtown
Florence
Georgetown
Hopkinsville
Independence
Jeffersontown
Kuttawa
Louisville
Madisonville
Nicholasville
Owensboro
Paducah
(no Q)
Richmond
Saint Matthews
Taylor Mill
Union
Versailles
Winchester
(no X)
(no Y)
Zoneton