While the White Sox secured their own scandal-tainted title in 1917, the Cubs' dynasty of the early 1900s remains the standard by which Chicago baseball excellence is measured. They won four National League pennants between 1906 and 1910, cementing their status as the team to beat.
Chicago Cubs Last Championship Year: When They Last Won the World Series
These back-to-back victories, achieved under the leadership of legendary manager Frank Chance, remain the Cubs' most recent World Series titles and form the basis of the franchise's enduring legacy of excellence. The franchise's first modern World Series championship came in 1907, when they swept the Detroit Tigers in an incredible five games.
For 108 years, the question of when the Cubs would win the World Series lingered, turning the team into a symbol of perseverance and, at times, tragicomedy. Notable Near Misses While the drought was long, it was not without its thrilling close calls.
Chicago Cubs Last Championship Year: When They Last Won the World Series
The following year, they repeated as champions, defeating the Tigers once more in a four-game sweep. While the team has experienced significant success in the modern era, including multiple National League pennants, the last time they actually hoisted the Commissioner's Trophy came during the administration of William Howard Taft.
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