September 21, 1901 - The Sox won the first "official" American League pennant despite losing to the Philadelphia A’s 10-4. The Sox would win the pennant by five games over the Boston Americans with a record of 83-53. Unfortunately the World Series didn’t start until 1903, so this was the best that the Sox could do. They had also won the championship in 1900 but the American League wasn't recognized as an official league at that point.
September 21, 1917 - The Sox clinched the pennant beating the Red Sox 2-1 behind Urban "Red" Faber. The final outs came when Babe Ruth rapped into a double play. The Sox would outdistance Boston by eight games in 1917 with a mark of 100-54, and then defeat the New York Giants four games to two, for the World Championship.
September 21, 1955 - Frank “Trader” Lane, one of the finest General Managers in team history resigned. During his tenure which spanned seven seasons, Lane made 241 trades involving 353 players. He was one of the architects of the club that would win the 1959 American League pennant. Among the players he acquired for the Sox were Chico Carrasquel, Minnie Minoso, Nellie Fox, "Jungle" Jim Rivera, Billy Pierce and Sherm Lollar. All but Rivera would become All Stars.
September 21, 1970 - For the first time in 69 seasons, the Sox finally had a 30 home run man. Bill Melton got an upper deck shot off the Royals Aurelio Monteagudo (who'd later pitch for the Sox) to set the single season record in team history (at that time). That same day Luis Aparicio got his final hit in a Sox uniform. 672 fans were on hand to see the double header at Comiskey Park!
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