Hoy later joined the Louisville Colonels, where his teammates included Honus Wagner, Fred Clarke and Tommy Leach (who was his roommate), and he hit .304 and .306 in his two seasons with the club; in he broke Mike Griffin's Major League record of 1459 games in center field. After playing for the Chicago White Sox in the American League during its last minor league season in 1900, where Comiskey was now the team owner, Hoy stayed with the team when the AL achieved major league status in 1901, helping them to the league's (and his) first pennant; that year he broke Tom Brown's record of 3623 career outfield putouts, and also led the league with 86 walks and 14 times hit by pitch while finishing fourth in runs (112) and on-base percentage (.407). He ended his Major League career with the Reds in 1902, batting .290 and breaking Brown's record of 4461 career total chances in the outfield, and played for Los Angeles in the Pacific Coast League in 1903. In May of his last season with the Reds, he batted against pitcher Dummy Taylor of the New York Giants in the first faceoff between deaf players in the Major Leagues; Hoy got two hits.