UFC 193 — Ronda Rousey vs Holly Holm (8 to 1)
Prior to UFC 193, Ronda Rousey seemed invincible, having won her last eight title conflicts. In reality, none of her past 3 fights lasted longer than 34 seconds. So, on November 14, 2015, the fight community was shocked if Rousey lost her UFC Bantamweight title to former champion boxer and 8-to-1 (according to UFC betting odds) underdog, Holly Holm, knocking out her in the second round with a vicious kick to the throat.
Super Bowl III — NYJ vs. Baltimore Colts (10 to 1)
The 1969 Super Bowl III has been the first game to formally carry the name”Super Bowl,” but it will forever be remembered for its”Guarantee” Joe Namath, quarterback of this 18 point underdog group New York Jets, told reporters,”We’re gonna win the match. I promise it.” Joe was right. He also led the Jets to a 16-7 victory, stunning everyone in football betting — both soccer fans and the oddsmakers alike.
1990 Heavyweight Championship — Mike Tyson vs. Buster Douglas (42 to 1)
At the time,”Iron” Mike Tyson was considered the”baddest man on the planet” with a record of 37-0 and 33 knock outs. Douglas was a 42 to 1 underdog and considered Tyson’s warm up struggle for Evander Holyfield. However, nobody told Douglas that, also in round 10, he floored Tyson with a gigantic uppercut to become the newest heavyweight Champion of the World.
Horse Race Betting: Man o’ War vs. Upset (100 to 1)
Man o’ War is considered among the greatest thoroughbred horses of all time. Throughout his famous horse racing career, he won 20 of 21 races and nearly a quarter of a million dollars in purses. Who did he lose that 1 race , you ask? On the 100 to 1 longshot, appropriately called Upset, at the 1919 Sanford Memorial in Saratoga.
Man o’ War, who overcome Upset within their six previous encounters, never missing another race.
1969 World Series — Mets vs. Orioles (100 to 1)
It was only the Mets’ eighth season for a team. In their first seven seasons, the baseball underdogs had never finished better than ninth out of 10 teams at the National League. That the record was held by them for the most losses with 120 in 1962.
The Orioles came to the World Series 19 games ahead of second place and sweeping that the Championship Series. The Orioles directed Game 5 of this ???69 World Series 3-0 but nevertheless managed to lose 5-3 and take the sixth place on the list.
52008 Super Bowl XLII — Giants vs. Patriots (100 to 1)
One of the biggest underdogs in Super Bowl history at 14 points, the New York Giants made history in Super Bowl XLII. The Giants entered the post-season as a wild card with a list of just 10-6. The Patriots, on the other hand, completed the season with a perfect 16-0. So, both sports oddsmakers and fans were shocked if the Giants ended up beating the undefeated New England Patriots with a pair of touchdowns in the fourth quarter — the previous touchdown with just 35 seconds left in the game.