FA Cup Football Trivia Questions & Answers (2026)
59+ FA Cup trivia questions covering the world's oldest football competition - history, famous finals, giant-killings and modern winners. Questions are organised by difficulty - tap any question to reveal the answer.
Updated for 2026. From the 1872 final at Kennington Oval to modern Wembley triumphs.
FA Cup History
The FA Cup is the world's oldest national football competition, first played in 1871-72. Test your knowledge of the trophy's origins, founding clubs and the rich heritage of England's premier knockout cup.
Easy
In which year was the FA Cup first contested?+
The FA Cup was first contested in the 1871-72 season, making it the oldest national football competition in the world.
Which club won the inaugural FA Cup in 1872?+
Wanderers F.C. won the inaugural FA Cup, beating Royal Engineers 1-0 at the Kennington Oval.
What does 'FA' stand for in FA Cup?+
FA stands for The Football Association, the governing body of football in England, founded in 1863.
Which iconic London stadium has hosted FA Cup finals since 2007?+
Wembley Stadium has hosted the FA Cup final since the new stadium reopened in 2007. The original Wembley hosted finals from 1923 to 2000.
Which famous song is traditionally sung before the FA Cup final?+
'Abide with Me' has been sung before the FA Cup final since 1927, becoming a beloved tradition.
Which club has won the FA Cup the most times?+
Arsenal hold the record for the most FA Cup wins, with 14 titles.
Medium
Why is the FA Cup also sometimes called the 'Magic of the Cup'?+
The phrase refers to the unpredictability of the competition, where lower-league teams can defeat top-flight giants in a single knockout match.
Which manager has won the FA Cup the most times?+
Arsene Wenger won the FA Cup seven times as Arsenal manager, making him the most successful manager in the competition's history.
Which club did the FA Cup first non-English winner come from?+
Cardiff City won the FA Cup in 1927, the only time a club from outside England has lifted the trophy.
What is the name of the famous trophy presented to FA Cup winners?+
The FA Cup trophy has been presented in various forms. The current trophy is the third major design and was first presented in 1992.
Which round of the FA Cup do Premier League and Championship clubs traditionally enter?+
Premier League and Championship clubs enter the FA Cup at the Third Round Proper stage, which traditionally takes place in early January.
What was unique about the 1923 FA Cup final?+
The 1923 final at Wembley, between Bolton Wanderers and West Ham United, was famously overcrowded with an estimated 200,000 spectators. It became known as the 'White Horse Final' after a police horse helped clear the pitch.
Hard
Which FA Cup final ended in a famous 'fog' due to weather conditions?+
Multiple FA Cup matches have been affected by fog. The 1937 FA Cup final between Sunderland and Preston North End is often cited as one notable example.
Which club won three consecutive FA Cup finals in the 1880s?+
Blackburn Rovers won three consecutive FA Cup finals from 1884 to 1886, an early era of dominance in the competition.
When was the FA Cup final first televised in colour?+
The FA Cup final was first televised in colour in 1968.
Which club won the FA Cup as a non-league team in the modern era?+
No non-league team has won the modern FA Cup. Tottenham Hotspur won in 1901 as a Southern League club, before joining the Football League.
Trace players through their FA Cup-winning careers.
Play Career PathFamous Finals
FA Cup finals have produced some of football's most memorable moments. From last-minute winners to dramatic comebacks, the showpiece at Wembley has delivered countless classic matches.
Easy
Which FA Cup final is famously known as the 'Matthews Final'?+
The 1953 FA Cup final between Blackpool and Bolton Wanderers is known as the 'Matthews Final' after Stanley Matthews helped Blackpool win 4-3 from 3-1 down.
Which Liverpool manager won the FA Cup in 1986 to complete the club's first ever League and Cup double?+
Kenny Dalglish, as player-manager, led Liverpool to the FA Cup and First Division double in 1985-86, beating Everton 3-1 in the final.
Which Coventry City manager famously lifted the FA Cup in 1987?+
John Sillett managed Coventry City to their famous FA Cup win in 1987, beating Tottenham Hotspur 3-2 after extra time.
Which Manchester United manager won the FA Cup five times?+
Sir Alex Ferguson won the FA Cup five times as Manchester United manager (1990, 1994, 1996, 1999, 2004).
Which legendary forward scored Manchester United's winner in the 1999 FA Cup final?+
Teddy Sheringham and Paul Scholes scored as Manchester United beat Newcastle United 2-0 in the 1999 FA Cup final, completing the first leg of the treble.
Medium
Which FA Cup final saw the famous Steven Gerrard goal that completed a stunning comeback?+
The 2006 FA Cup final between Liverpool and West Ham United, where Gerrard scored a long-range equaliser in the 91st minute. Liverpool won on penalties.
Who scored Wimbledon's winner in the famous 1988 FA Cup final upset?+
Lawrie Sanchez scored the only goal as Wimbledon beat Liverpool 1-0 in the 1988 FA Cup final - one of the greatest upsets in the competition's history.
Which Eric Cantona moment defined the 1996 FA Cup final?+
Eric Cantona scored the only goal as Manchester United beat Liverpool 1-0 in the 1996 FA Cup final, completing the Double for the second time in three seasons.
Which club beat Manchester City in the 2011 FA Cup final to deny City their first trophy under their new owners?+
Stoke City reached the 2011 FA Cup final but lost 1-0 to Manchester City, who won their first major trophy in 35 years thanks to a Yaya Toure goal.
Which FA Cup final saw a goalkeeper score?+
Roberto Carlos and others have scored in cup finals, but in FA Cup history, the moment of a goalkeeper saving rather than scoring tends to define finals.
Which 1992 FA Cup final saw Liverpool beat Sunderland?+
Liverpool beat Sunderland 2-0 in the 1992 FA Cup final, with Michael Thomas and Ian Rush scoring the goals.
Hard
Which FA Cup final was decided by a goalkeeping howler in 2007?+
Didier Drogba scored an extra-time winner for Chelsea against Manchester United in the 2007 FA Cup final, the first at the new Wembley.
Which manager became the first to win the FA Cup with three different clubs?+
Multiple managers have won the FA Cup with multiple clubs. Recent examples include Roberto Di Matteo (with Chelsea) and others.
Which player has scored the most goals in FA Cup final history?+
Ian Rush scored five goals in FA Cup finals for Liverpool, a long-standing record in the modern era.
Which FA Cup final featured a memorable Bobby Charlton volley?+
Bobby Charlton was central to many of Manchester United's FA Cup successes. The 1963 final saw Manchester United beat Leicester City 3-1.
Test your transfer knowledge of FA Cup-winning squads.
Play Transfer GuessGiant-killings & Upsets
The 'Magic of the Cup' is most evident when lower-league sides defeat top-flight giants. From Sutton United to Bradford, the FA Cup has produced unforgettable shocks over its 150-year history.
Easy
Which non-league side famously beat Coventry City in the 1989 FA Cup?+
Sutton United, then a non-league side, beat top-flight Coventry City 2-1 in the FA Cup third round in January 1989.
Which lower-league side reached the FA Cup final in 1992?+
Sunderland, then a Second Division side, reached the 1992 FA Cup final but lost 2-0 to Liverpool.
Which non-league side reached the FA Cup fifth round in 2017?+
Lincoln City became the first non-league side to reach the FA Cup quarter-finals in over 100 years in 2016-17.
Which Wigan Athletic side famously won the FA Cup in 2013?+
Wigan Athletic beat Manchester City 1-0 in the 2013 FA Cup final, with Ben Watson scoring the winner. They were relegated from the Premier League days later.
What is the term for a lower-league side beating a top-flight team in a knockout cup?+
The term is 'giant-killing' - a hallmark of the FA Cup's enduring romance.
Medium
Which Hereford United player scored a famous winner against Newcastle United in 1972?+
Ronnie Radford scored a famous long-range goal for non-league Hereford United against Newcastle United in February 1972 - one of football's most iconic moments.
Which Bradford City side knocked Chelsea out of the FA Cup in 2015?+
Bradford City came back from 2-0 down at Stamford Bridge to beat Chelsea 4-2 in the FA Cup fourth round in January 2015.
Which non-league side reached the FA Cup quarter-finals in the 1970s?+
Hereford United, after their famous Newcastle win, went on a memorable cup run in 1971-72.
Which Wrexham side famously beat Arsenal in 1992?+
Wrexham, then in the Football League's Fourth Division, beat reigning league champions Arsenal 2-1 in the FA Cup third round in January 1992.
Which lower-league side beat Manchester United at Old Trafford in the FA Cup?+
Multiple cup upsets have occurred at Old Trafford. Bournemouth beat Manchester United at Dean Court in 1984 in one notable example.
Hard
Which non-league side made the FA Cup fifth round in the 1980s as one of the famous cup runs?+
Telford United, Yeovil Town and others have all had memorable runs to the FA Cup fifth round as non-league sides.
Which Yeovil Town manager famously led the side to the FA Cup fifth round?+
Yeovil Town have made multiple FA Cup runs, including reaching the fourth round numerous times before joining the Football League.
Which Sutton United player scored the famous winning goal against Coventry City in 1989?+
Matthew Hanlan scored Sutton United's famous winning goal in their 2-1 victory over Coventry City in January 1989.
Which lower-league club reached the FA Cup semi-final in 2008?+
Barnsley reached the FA Cup semi-final in 2007-08, beating Liverpool and Chelsea on the way before losing to Cardiff City.
Connect FA Cup giant-killers with their famous wins.
Play ConnectionsModern FA Cup Winners
The modern FA Cup has been dominated by Arsenal, Chelsea, Manchester United and Manchester City. Test your knowledge of recent winners and the players who lifted the famous trophy.
Easy
Which club won the FA Cup in 2020 by beating Chelsea at an empty Wembley?+
Arsenal beat Chelsea 2-1 in the 2020 FA Cup final, played without fans due to COVID-19, with Pierre-Emerick Aubameyang scoring twice.
Which manager won his first FA Cup with Arsenal in 2014?+
Arsene Wenger won his first FA Cup since 2005 in the 2014 final, with Arsenal beating Hull City 3-2 after extra time.
Which Chelsea manager won three FA Cups between 2009 and 2012?+
Carlo Ancelotti (2010), Roberto Di Matteo (2012) and others contributed to Chelsea's FA Cup successes during this era.
Which Manchester City manager won the FA Cup in 2019 by completing a domestic treble?+
Pep Guardiola won the FA Cup in 2019 as part of Manchester City's domestic treble, beating Watford 6-0 in the final.
Which Welsh midfielder scored a stunning goal for Liverpool in the 2022 FA Cup final?+
Liverpool beat Chelsea on penalties in the 2022 FA Cup final at Wembley.
Medium
Which Hull City manager led the club to its first ever FA Cup final in 2014?+
Steve Bruce managed Hull City to their first ever FA Cup final in 2014, losing 3-2 to Arsenal after extra time.
Which Crystal Palace manager led the club to the FA Cup final in 2016?+
Alan Pardew led Crystal Palace to the 2016 FA Cup final, where they lost to Manchester United 2-1 after extra time.
Which Watford manager led the club to the FA Cup final in 2019?+
Javi Gracia managed Watford to the 2019 FA Cup final, where they were beaten 6-0 by Manchester City.
Which club did Roberto Di Matteo win the FA Cup with in 2012?+
Roberto Di Matteo won the FA Cup with Chelsea in 2012, beating Liverpool 2-1 in the final, just weeks before also winning the Champions League.
Which Manchester United player scored against Arsenal in the 2003-04 FA Cup semi-final?+
Manchester United and Arsenal have met multiple times in the FA Cup semi-finals. Several memorable encounters define the rivalry's cup history.
Hard
Which club holds the record for most FA Cup final appearances in the 21st century without winning the trophy?+
Several clubs have multiple final appearances without victory. Watford and Hull City both lost their first FA Cup final appearances at Wembley.
Which player won the FA Cup with three different clubs in the 2010s?+
Multiple players have won the FA Cup with multiple clubs. Specific 21st-century examples include senior squad members at Chelsea, Arsenal and Manchester City.
Which youngest goalscorer scored in an FA Cup final in the 2010s?+
FA Cup finals have featured several young scorers. The youngest scorers are often noted in match-by-match reports for individual finals.
Which manager became the first to win the FA Cup as both player and manager with the same club in the 21st century?+
Multiple managers have won the FA Cup with the same club they played for, including former Chelsea figures and other club legends.
Test how the FA Cup unfolded over time with Timeline.
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