The Toronto Blue Jays are not historically one of the powerhouses in MLB. Their two World Series victories came in back-to-back seasons in 1992 and 1993. After winning their two titles, they missed the postseason in its entirety 21 straight times. Despite residing in Canada, they were America's team during the 2025 World Series, though.

The entire baseball world, outside of Los Angeles Dodgers fans, wanted them to hoist the Commissioner's Trophy this year. They nearly did it, too, but the Dodgers completed an epic comeback in Game 7 to complete one of the best World Series matchups ever. So, where does the Blue Jays' loss rank all-time amongst the most heartbreaking World Series losses ever?

5. 2016: Cleveland Indians vs. Chicago Cubs

A painfully long World Series drought was goin

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