Underdogs Who Made History in the FA Cup
Football

Underdogs Who Made History in the FA Cup
The FA Cup, the world’s oldest football competition, has long been synonymous with drama, unpredictability, and the kind of moments that make football the global game it is today. While giants of the sport have lifted the trophy numerous times, the FA Cup is perhaps best loved for the stories of underdogs who defied the odds to carve their names into football folklore. These tales of courage, determination, and triumph against seemingly insurmountable challenges are the essence of what makes the competition so captivating. In this article, we celebrate the underdogs who made history in the FA Cup, offering a reminder of football's magical unpredictability.
Wimbledon’s Fairytale Victory (1988)
One of the most iconic underdog stories in FA Cup history is Wimbledon’s triumph over Liverpool in the 1988 final. At the time, Liverpool was the dominant force in English football, boasting a squad filled with world-class talent and a reputation for dismantling opponents with ease. In contrast, Wimbledon, affectionately known as the “Crazy Gang,” were a team built on grit, determination, and an unorthodox playing style.
The final was expected to be a formality for Liverpool, but Wimbledon had other ideas. Lawrie Sanchez’s header gave the underdogs a 1-0 lead, and Dave Beasant’s heroic penalty save from John Aldridge ensured they held on to claim one of the most shocking victories in FA Cup history. Wimbledon’s win was more than just a triumph on the pitch; it was a celebration of the power of teamwork, belief, and the spirit of the underdog.
Sunderland’s Triumph Over Leeds United (1973)
The 1973 FA Cup final remains one of the most cherished moments in the competition’s history, thanks to Sunderland’s remarkable victory over Leeds United. Leeds, managed by the legendary Don Revie, were one of the strongest teams in Europe at the time, while Sunderland were a Second Division side with little expectation of success.
Ian Porterfield’s first-half goal gave Sunderland the lead, but it was goalkeeper Jimmy Montgomery who stole the show with a series of extraordinary saves, including a double save that remains one of the most replayed moments in FA Cup history. Sunderland’s 1-0 win was a triumph of determination and resilience, and their victory parade drew thousands of fans who celebrated one of the greatest underdog stories ever.
Lincoln City’s Historic Run (2017)
In recent years, Lincoln City’s journey to the quarter-finals of the FA Cup in 2017 captured the hearts of football fans around the world. The Imps, a non-league side at the time, became the first team from outside the Football League to reach the last eight of the competition in over a century.
Their run included a stunning 1-0 victory over Premier League side Burnley, with Sean Raggett’s late header sending shockwaves through English football. Although their journey ended with a defeat to Arsenal in the quarter-finals, Lincoln City’s achievements highlighted the magic of the FA Cup and proved that underdogs can still thrive in the modern era of the game.
Hereford United’s Giant-Killing Act (1972)
Hereford United’s FA Cup journey in 1972 is remembered for one of the greatest giant-killing acts in the competition’s history. Facing Newcastle United in the third round, Hereford, a non-league side, were massive underdogs. After earning a replay with a 2-2 draw at St James’ Park, they produced an unforgettable performance in front of their home crowd.
Ronnie Radford’s thunderous long-range strike, which levelled the score, remains one of the most iconic goals in FA Cup history. Ricky George’s extra-time winner completed the upset, sending Newcastle crashing out and cementing Hereford’s place in FA Cup folklore. That match not only showcased the unpredictable nature of the competition but also provided one of its most enduring images, Radford’s goal celebration as fans flooded the pitch.
Wigan Athletic’s Stunning Final Win (2013)
While most underdog stories in the FA Cup involve lower-league sides, Wigan Athletic’s triumph in the 2013 final stands out as one of the greatest shocks of the modern era. Facing Manchester City, a team packed with world-class players and significant financial backing, Wigan were given little chance of success.
However, Roberto Martínez’s side produced a disciplined and courageous performance, capped by Ben Watson’s dramatic injury-time header to secure a 1-0 victory. The win was Wigan’s first major trophy in their history and a testament to the unpredictability of the FA Cup. Their victory remains a source of inspiration for underdogs everywhere.
Chesterfield’s Semi-Final Adventure (1997)
Chesterfield’s remarkable run to the semi-finals of the 1997 FA Cup is another story that epitomises the competition’s magic. As a third-tier side, Chesterfield were not expected to progress far, but their journey captured the imagination of football fans across the country.
In the semi-final against Middlesbrough, Chesterfield came agonisingly close to reaching the final. A controversial decision denied them a potential winning goal, and the match ended in a 3-3 draw. Middlesbrough eventually won the replay, but Chesterfield’s heroic performance remains one of the most celebrated underdog stories in FA Cup history.
Bradford City’s Heroics Against Chelsea (2015)
One of the most incredible FA Cup upsets in recent memory came in 2015 when Bradford City, a League One side, faced Premier League giants Chelsea in the fourth round. Playing at Stamford Bridge, Chelsea took a 2-0 lead and appeared to be cruising to victory.
However, Bradford produced an extraordinary comeback, scoring four unanswered goals to win 4-2 and knock out the tournament favourites. The result was a reminder of the FA Cup’s enduring ability to produce moments of pure magic and unpredictability.
Conclusion: The Magic of the Underdog
The FA Cup’s enduring appeal lies in its ability to provide a stage for underdogs to shine. These stories, from Wimbledon’s Crazy Gang to Lincoln City’s historic run, remind us that football is not always about the richest or most powerful clubs. It’s about heart, determination, and the belief that anything is possible.
As we celebrate the underdogs who have made history in the FA Cup, we are reminded of why this competition continues to captivate fans around the world. These moments of triumph against the odds are not just about football; they are about the human spirit and the belief that dreams can come true.
About the Creator
Mutonga Kamau
Mutonga Kamau, founder of Mutonga Kamau & Associates, writes on relationships, sports, health, and society. Passionate about insights and engagement, he blends expertise with thoughtful storytelling to inspire meaningful conversations.



Comments (1)
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