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Chicago Baseball: A Rare Contention Year!
18 Aug
Summary
- Dual contention by Cubs and White Sox is historically rare.
- Only 11 seasons saw both teams contend since 1901.
- The 1906 season uniquely featured a Cubs-White Sox World Series.

The current baseball season in Chicago is a remarkable occurrence, with both the Cubs and White Sox vying for playoff contention. Historically, this dual-contention is exceptionally rare, with only 11 seasons since 1901 featuring both teams as legitimate contenders by mid-August. This rarity is a significant point of interest for fans.
The 2026 season's prospects for an all-Chicago World Series are approximately 63-to-1, according to simulations. While odds fluctuate, the overall trajectory has been positive. The last time both teams made the postseason together was in 1906, 2008, and the shortened 2020 season. The 1906 season is particularly notable as it's the only year to date where both Chicago clubs met in the World Series, with the White Sox emerging victorious in a six-game series.