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TODAY IN WHITE SOX HISTORY: OCTOBER 14TH (A TITLE, A WALKOFF VS. THE CUBS AND THE GREAT GAR)

October 15, 2025 by Sox Nerd

Fleer once recounted the Sox 1906 World Series upset of the Cubs.

Here’s a look at what happened on this date (Oct. 14) in White Sox history … @SoxNerd style!

*1906, WORLD CHAMPIONS! The White Sox pulled off one of the greatest upsets in sports history by claiming the 1906 World Series title with an 8-3 Game 5 win over the Cubs at South Side Park.

Few had given Charles Comiskey’s “Hitless Wonders” a shot at winning the first and only All-Chicago Fall Classic against the powerhouse Cubs, who won a big league record 116 games, but timely hitting a sterling pitching netted the Sox their first crown.

The White Sox settled this one early by scoring seven runs in the first two innings off Cubs’ ace Mordecai “Three Finger” Brown, who was pitching on one days rest. George Davis and Jiggs Donahue drove in six of those seven runs as the Sox totaled 14 hits in the only game won by the home team in the series.

Doc White, who earned the save the day before with three shutout innings, went the distance. He gave up three runs on seven hits with four walks and two strikeouts.

Subbing at shortstop for Lee Tannehill, George Davis had three RBI for the second straight game. Jiggs Donahue also added three RBI and Ed Hahn collected  four hits for the Sox.

The next time the White Sox and Cubs would meet in a game of consequence would be for a 1997 interleague game at Comiskey Park. 

*1922, SOX STAY ALIVE: Ray Schalk’s squeeze bunt with one out in the ninth scored Earl Sheely gave the White Sox a 1-0 win over the Cubs before 14,677 in Game 6 of the City Series at Comiskey Park. Red Faber fired a three-hitter as the Sox staved off elimination which is something they could not do the next day.

*1923, WALKOFF HR! Earl Sheely’s two-run homer allowed the White Sox to walkoff with a 5-3 win over the Cubs in Game 4 of the City Series before a record crowd of 41,825 at Comiskey Park. Sheely’s blast came with Harry Hooper on base and evened the series, which the Sox would eventually win, at 2.

It was a complex game effort for Jon Garland on this date in 2005.

*2005, THE GREAT GAR: The excuses were waiting for Jon Garland on this night: 

… It was his first postseason start 

… He had the pressure of pitching near his home 

… He hadn’t pitched in two weeks 

Showing that his spectacular regular-season was no fluke, Garland used his “California cool” to his advantage in pitching the White Sox to a 5-2 win over the Angels in Game 3 of the American League Championship Series in Anaheim.

Garland, who won 18 games during the season, gave up four hits with one walk and seven strikeouts in a virtuoso performance as the Sox took a 2-1 lead in the best-of-7 series.

His only blip came in the sixth when he gave up a two-run homer to Orlando Cabrera. Garland was not fazed by that. He finished the game by retiring 10 in a row as the Sox moved two games closer to their first pennant since 1959.

The Sox gave Garland a cushion and took the suspense out of this one early by scoring three times in the first on a Jermaine Dye RBI double and a two-run homer by Paul Konerko.

The Sox added a  run in the third on Carl Everett’s single and a run in the fifth on a Paul Konerko RBI.

Filed Under: White Sox

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