19. Redskins vs. Vikings (1987)
The Vikings have never won a Super Bowl despite their long history. However, they had a great chance to do so in the 1986 season. But they came up short against Washington. Older fans will never forget this choke because it was a particularly painful defeat (via Star Tribune).

In the end, it was all about the final snap. Wade Wilson allowed a pass to bounce off his hands as he came within inches of being a hero. Sadly, it was a moment that haunted him forever because he couldn’t wrap his fingers around the ball. Finally, the Redskins won the game 17-10. Notoriously, Vikings wideout Anthony Carter ran the wrong route, but fewer people remember that.