Upon winning the Stanley Cup to cap the 1939-1940 season, the New York Rangers would fail to hoist the Cup again for a record 54 years thereafter. As is customary for winners of Lord Stanley's trophy, various players, coaches, and personnel within the organization toted the the prize to numerous hot spots within the city, only to have it stolen, marking the first and only time this has happened in the Cup's history (mind you, the Cup has been used as an ashtray, a champagne flute, and has been dinged up countless times; the Cup itself annually goes through more cosmetic maintenance than the King of Pop). During one sixteen year stretch starting in 1951, the squad would fail to make the playoffs twelve times. The Rangers even lost a contest in the mid-1940's by a score of 15-0 and even started a goaltender who maintained an unheard of 6.20 goals-against-average. Everywhere the Rangers went (especially Nassau Coliseum, where the rival Islanders play), the team was chided with the abhorrent chant of "1940!" Under the helm of Mark Messier, Brian Leetch, Mike Richter and coach Mike Keenan, the Rangers would outlast the Vancouver Canucks in seven games to win the Stanley Cup in 1994, a moment in New York sports to recall forever. Curse ended, a miracle 54 years in the making.
2. The Chicago Cubs and the Curse of the Goat