From 1903 to 1906, White won at least 16 games each year; his earned run average was in the league's top four each year, as well. He led the league in ERA in 1906 with a 1.52 mark and went 18–6. That year, the White Sox won the pennant and their first World Series.
The following season, White set a career-high in wins with 27. He pitched effectively for Chicago until 1912, had an off-year in 1913, and then went to the Pacific Coast League from 1914 to 1915.
White also gained some recognition as a composer, publishing at least four songs (such as bestseller "Little Puff of Smoke, Good Night" in 1910) with his co-writer Ring Lardner, who was a sportswriter in Chicago during that period.