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Chicago White Sox defy the odds as worst baseball bet ever

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Only one baseball team has lost more games in a season than the 2024 Chicago White Sox: the 1899 Cleveland Spiders. The Spiders lost a record 134 games that season, with a minus-732 run differential, and were disbanded the following year.

The White Sox aren't quite in the Spiders' class of futility -- they enter the final week of the regular season at 36-120 with a minus-320 run differential and are expected to field a team again next season -- but to bettors and bookmakers, the ChiSox are in a class of their own and will go down as either the worst team to bet on or the best team to bet against over a season in recent memory.