The Chicago Cubs last won a playoff series in 2025, earning a 2-1 win over the San Diego Padres in the National League Wild Card.
Chicago then lost to the Milwaukee Brewers in the NLDS.
Last Time the Chicago Cubs Won an NL Pennant
The Cubs last won the pennant in 2016, recording a 4-2 series victory over the Dodgers to reach the World Series.
Chicago has clinched 17 pennants in franchise history.
Last Time the Chicago Cubs Won the World Series
The Cubs last won the World Series in 2016, defeating the Cleveland Indians in a thrilling seven-game series.
It marked the team’s first World Series since 1908. The Cubs won back-to-back championships in 1907 and 1908.
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