Can the Chicago White Sox Reach the World Series?

September 21, 2026 - 18:26

On Monday, Aug. 5, 2024, the Chicago White Sox lost their 21st straight game. That brought their record to 27-88, 41.5 games out of first place days into August. 53 days later, the 2024 White Sox became the worst team in modern MLB history, losing its 121st game. "There are no excuses," wrote chairman and owner Jerry Reinsdorf in a letter to fans.

The question of whether this franchise can make the World Series sounds absurd right now. The roster lacks depth, the farm system has produced little impact talent, and the front office has cycled through managers and coaches without finding stability. Pitching has been a disaster, and the lineup has struggled to score runs all season.

Yet baseball history offers strange turns. Teams have gone from last place to contention in a single offseason with smart trades, free agent signings, and internal development. The White Sox have money to spend and a fan base desperate for hope.

The path back to October is long. It starts with accountability, better player evaluation, and a clear plan. Without those, the World Series remains a distant dream. With them, nothing is impossible.