10 FA Cup Matches That Went to the Wire
Unforgettable Thrillers in English Football History

10 FA Cup Matches That Went to the Wire: Unforgettable Thrillers in English Football History
A Stage for Drama Like No Other
The FA Cup, the world's oldest domestic football competition, is a tournament steeped in tradition and history. Over the years, it has provided fans with countless unforgettable moments, matches that kept supporters on the edge of their seats and proved that football is a game of passion, unpredictability, and drama. From last-minute goals to nail-biting penalty shootouts, the FA Cup has showcased the sheer magic of the sport.
Here, we take a nostalgic journey through ten FA Cup matches that truly went to the wire, capturing the hearts of millions and leaving an indelible mark on English football.
1. Liverpool vs. West Ham United (2006 FA Cup Final)
The 2006 final, often referred to as "The Gerrard Final," remains one of the most iconic matches in FA Cup history. Liverpool, favourites going into the game, found themselves trailing 2-0 early on as West Ham capitalised on defensive mistakes. A spirited comeback saw the Reds equalise before West Ham regained the lead.
However, the defining moment came in stoppage time, with Steven Gerrard smashing a thunderous 35-yard strike into the net to level the game at 3-3. The match went to penalties, and Liverpool emerged victorious, leaving fans in awe of Gerrard’s heroics.
2. Wigan Athletic vs. Manchester City (2013 FA Cup Final)
Wigan Athletic’s miraculous victory over Manchester City is a testament to the beauty of underdog stories in football. Facing a team brimming with world-class talent, few gave Wigan a chance.
However, a disciplined defensive display and a late header from Ben Watson in the dying moments sealed a 1-0 victory, earning Wigan their first-ever FA Cup title. This David-versus-Goliath clash remains a fan favourite.
3. Arsenal vs. Manchester United (1999 Semi-Final Replay)
When two English football giants clashed at Villa Park, fans were treated to an FA Cup semi-final for the ages. The initial tie ended in a draw, forcing a replay that would go down in history.
Manchester United, reduced to ten men after Roy Keane’s red card, looked destined for defeat when Arsenal earned a late penalty. But Peter Schmeichel’s save from Dennis Bergkamp kept United alive. The match culminated with Ryan Giggs scoring one of the greatest solo goals in football, dribbling past multiple defenders to secure a 2-1 victory in extra time.
4. Portsmouth vs. Cardiff City (2008 FA Cup Final)
The 2008 final was not a high-scoring affair, but it was a match filled with tension and unpredictability. Portsmouth’s solitary goal, scored by Nwankwo Kanu, secured their first FA Cup win since 1939.
The match stands out for its historical significance, as Portsmouth’s victory brought joy to a club and its fans who had endured decades of struggle.
5. Coventry City vs. Tottenham Hotspur (1987 FA Cup Final)
Coventry City’s 3-2 victory over Tottenham Hotspur remains one of the most thrilling FA Cup finals of all time. Against a Spurs side filled with seasoned players, Coventry’s determination and flair shone through.
The match was decided in extra time when a diving header from Lloyd McGrath deflected off Gary Mabbutt’s knee and into the net, sealing an unforgettable upset for Coventry.
6. Manchester United vs. Crystal Palace (1990 Final Replay)
The 1990 FA Cup final between Manchester United and Crystal Palace required a replay after the initial match ended 3-3 in dramatic fashion. The replay itself was a tense affair, with Lee Martin scoring the only goal to secure a 1-0 victory for United.
This win proved pivotal for manager Alex Ferguson, whose job was under immense scrutiny at the time. It marked the beginning of a trophy-laden era for the club.
7. Chelsea vs. Leeds United (1970 FA Cup Final Replay)
The 1970 final between Chelsea and Leeds United is remembered for its ferocity and unrelenting physicality. The initial match ended in a draw, necessitating a replay at Old Trafford.
Chelsea eventually triumphed 2-1 after extra time, thanks to goals from Peter Osgood and David Webb. The match remains a classic example of football’s raw passion and determination.
8. Sunderland vs. Leeds United (1973 FA Cup Final)
Sunderland’s shock victory over Leeds United in the 1973 FA Cup final is one of the competition’s greatest underdog stories. Leeds, then a dominant force in English football, were expected to cruise to victory.
However, a goal from Ian Porterfield and an incredible double save from Sunderland goalkeeper Jim Montgomery secured a 1-0 win, etching their names into FA Cup folklore.
9. Tottenham Hotspur vs. Manchester City (1981 Final Replay)
The 1981 FA Cup final between Spurs and Manchester City required a replay after a thrilling 1-1 draw. In the replay, Tottenham’s Ricky Villa stole the show with an extraordinary solo goal that sealed a 3-2 victory.
Villa’s mesmerising dribble and composed finish remain one of the most celebrated moments in FA Cup history.
10. Liverpool vs. Arsenal (2001 Final)
The 2001 final was a showcase of resilience and determination. Arsenal dominated much of the match, taking the lead through Freddie Ljungberg. However, Liverpool’s Michael Owen had other ideas.
Owen scored twice in the final minutes to turn the game around, securing a 2-1 victory for Liverpool. His clinical finishing remains a masterclass in seizing the moment.
The Magic of the FA Cup
These ten matches highlight why the FA Cup is revered not just in England but across the world. It is a competition where underdogs defy odds, superstars create magic, and teams leave everything on the pitch.
The beauty of the FA Cup lies in its unpredictability; each match offers the potential for drama, heartbreak, and jubilation. For fans, players, and managers alike, these moments serve as a reminder of why football is often called "the beautiful game."
As we look forward to future tournaments, one thing is certain: the FA Cup will continue to deliver breath-taking moments that capture the imagination of football lovers everywhere.
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.




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