During the first decade of the 20th Century cartoon ads from Chas. Dennehy & Co., distributor of Underoof Bourbon and Rye Whiskey appeared regularly in Chicago newspapers. Most focused on the Cubs and White Sox, the two featured today do not.
The ad above appeared after game 4 of the 1909 World Series when the Detroit Tigers evened the series with the Pittsburgh Pirates at two games apiece on George Mullin’s a five hitter; Pirate star Honus Wagner, who would hit .333 for the series was held hitless by Mullin. The Pirates would go on to win the series in seven games.
The one below was published on June 6, 1910 when the New York Highlanders, after winning two of three in a series with the White Sox, moved into first place. The Philadelphia Athletics quickly overtook New York and would win the American League Pennant by 14 1/2 games.
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