Chicago White Sox players have participated in the Home Run Derby only six times since it began in 1985. Carlton Fisk was the first player to represent the team in the inaugural event, hitting four home runs. Frank Thomas made two derby appearances, winning in 1995 after hitting 15 home runs. Paul Konerko participated in 2002, hitting six home runs before losing in a swing-off. Jermaine Dye made the 2006 derby after an impressive first half of the season, contributing seven home runs in the first round.
Carlton Fisk represented the White Sox in the inaugural Home Run Derby in 1985, hitting four home runs and tying for second place.
Frank Thomas made two appearances in the derby, first in 1994 and then winning in 1995 with a total of 15 home runs.
Paul Konerko participated in the 2002 Home Run Derby, hitting six home runs in the first round but lost in a swing-off.
Jermaine Dye earned his spot in the 2006 derby after hitting 25 home runs in the first half of the season, totaling seven home runs in the first round.
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