Six teams played in the league's inaugural season: the
Frankfort Statesmen,
Lexington Colts,
Richmond Pioneers,
Shelbyville Grays,
Winchester Hustlers and
Lawrenceburg Distillers. The Statesmen finished in first place. In 1909, the Hustlers, Pioneers, Statesmen and Colts returned to the league, while
Shelbyville dropped its nickname and the Lawrenceburg team departed. In its stead were the
Paris Bourbonites. The Hustlers finished in first place. All teams from 1909 returned for 1910, though partway through the year the Shelbyville squad moved to
Maysville to become the
Maysville Rivermen. The Bourbonites finished first in the league.
Baseball Hall of Fame member
Casey Stengel played for Shelbyville/Maysville in 1910. All teams from 1910 returned for 1911, with the Bourbonites finishing in first place again. There was also a playoff held that season, with the Bourbonites winning the series. In 1912, the Statesmen became the
Frankfort Lawmakers. Winchester moved to
Nicholas and then
Mt. Sterling to finish the season as the
Mt. Sterling Orphans. Outside of those changes, the league remained the same.
Frankfort finished in first place. ==1922–1924 ==