Few things in the world of sports betting are as thrilling as when an underdog team or athlete triumphs against all odds, turning small bets into massive payouts. Underdog victories are not only some of the most memorable moments in sports history but also create legendary stories for bettors. In this article, we’ve compiled the most astonishing underdog betting successes that prove sometimes it’s worth believing in the impossible. Dive into these stories and discover why high-odds bets are so tempting!
1. Leicester City’s Miracle: The 5000:1 Dream (2015/2016)
Before the 2015/2016 English Premier League season, Leicester City’s odds of winning the title were a staggering 5000:1—about as likely as Elvis Presley making a comeback. Having narrowly avoided relegation the previous season, no one gave them a chance. Yet, under Claudio Ranieri’s leadership, the “Foxes” embarked on an extraordinary run, defeating giants like Manchester City and Chelsea.
Betting Story: An English fan, John Micklethwait, placed a mere £5 on Leicester’s title win at the season’s start. As the team’s performance improved, the bookmaker offered a cash-out, but John held firm. When Leicester clinched the title, he pocketed £25,000 (roughly $32,000).
Lesson: Such extreme odds rarely pay off, but early-season bets carry low risk and can yield massive rewards.
2. Greece’s Euro Triumph: The 150:1 Miracle (2004)
Before the 2004 UEFA European Championship, Greece was an afterthought. Having never won a major tournament, their odds of victory were around 150:1. Led by Otto Rehhagel, the Greeks stunned the world with disciplined defending and team unity, defeating hosts Portugal 1-0 in the final.
Betting Story: An Athens waiter, Giorgos Papadopoulos, bet €50 on Greece’s victory, driven by patriotic instinct. At the tournament’s end, he won €7,500 (about $9,000), which he used to buy a new car. This story became a national legend in Greece.
Lesson: International tournaments are unpredictable, and a well-organized underdog can go all the way. Pay attention to team dynamics and tactical discipline.
3. Buster Douglas vs. Mike Tyson: The 42:1 KO (1990)
In 1990, Mike Tyson was the undisputed heavyweight boxing king, unbeaten and terrifying. His opponent, James “Buster” Douglas, was considered a journeyman, with bookmakers offering 42:1 odds on his victory. In Tokyo, Douglas fought the match of his life, knocking out Tyson in the 10th round—one of boxing’s greatest upsets.
Betting Story: An anonymous Nevada casino patron wagered $1,000 on Douglas, acting on a hunch. After the knockout, they walked away with $42,000 (about $85,000 in today’s terms). The tale became a myth in betting circles.
Lesson: In individual sports like boxing or tennis, an underdog’s single standout performance can create miracles. Assess motivation and mental state.
4. Leicester City’s Rival Bravado: The 10:1 Draw (2016)
For English football fans, Leicester City’s 2016/2017 Champions League campaign was unforgettable. In the round of 16 against Sevilla, Leicester’s win was priced at 12:1, and a draw at 10:1. The Foxes fought valiantly to secure a 2-2 draw in Seville, defying expectations.
Betting Story: A Leicester local, known only as “Dave” on a betting forum, placed £10 on the draw. At the final whistle, he celebrated a £100 win, which he spent on tickets to Leicester’s next home game.
Lesson: Local underdog teams in international matches offer thrilling betting opportunities, and draws are often undervalued markets.
5. Emma Raducanu’s US Open Glory: The 400:1 Fairy Tale (2021)
At 18, Emma Raducanu entered the 2021 US Open as a qualifier, with bookmakers offering 400:1 odds on her victory. She made tennis history by winning the tournament without dropping a set, defeating far more experienced opponents.
Betting Story: A London tennis fan, Sarah, bet £20 on Raducanu after watching her in the qualifiers. Her winnings amounted to £8,000 (about $10,000), which she donated to charity and used to buy a new tennis racket.
Lesson: Betting on young, rising talents is risky, but Grand Slam tournaments can see qualifiers work wonders.
Why Bet on Underdogs Sometimes?
Underdog bets are not just about massive payouts—they add excitement to cheering for the little guy. Here are some tips for when to take the risk:
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Do Your Homework: Check the team or player’s form, motivation, and past underdog successes. For example, Leicester’s unity and counterattacks were key.
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Stay Informed: Injuries, coaching changes, or tactical shifts can boost an underdog’s chances.
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Bet Small: With extreme odds, a few pounds can lead to huge wins.
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Consider Draws or Partial Outcomes: Underdogs may not win, but a draw or close match can offer great odds.
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Understand the Context: Underdogs often shine in international tournaments, knockout matches, or heated rivalries.
Final Thoughts
Underdog stories capture the essence of sports betting: the belief that the impossible can happen. Leicester, Greece, and Raducanu’s triumphs show that the biggest risks can bring the greatest rewards. The next time you see crazy odds, think of these stories—you might just be part of the next legend. Bet wisely, and never risk more than you can afford to lose!