Chelsea FA Cup Titles & Results By Season

Only three English clubs have contested more FA Cup Finals than Chelsea and even better, only two have achieved more wins with the Blues’ 8 triumphs having been bettered only by Arsenal and Manchester United.

Season Chelsea Result Winner Runner Up
2021-2022 Runner Up Leicester City Chelsea
2020-2021 Runner Up
2019-2020 Runner Up
2018-2019 Fifth Round
2017-2018 Winner Chelsea Manchester United
2016-2017 Runner Up
2015-2016 Sixth Round
2014-2015 Fourth Round
2013-2014 Fifth Round
2012-2013 Semi Finals
2011-2012 Winner
2010-2011 Fourth Round
2009-2010 Winner
2008-2009 Winner
2007-2008 Sixth Round
2006-2007 Winner
2005-2006 Semi Finals
2004-2005 Fifth Round
2003-2004 Fifth Round
2002-2003 Quarter Final
2001-2002 Runner Up
2000-2001 Fifth Round
1999-2000 Winner
1998-1999 Quarter Final
1997-1998 Third Round
1996-1997 Winner
1995-1996 Semi Final
1994-1995 Fourth Round
1993-1994 Runner Up
1992-1993 Third Round
1991-1992 Quarter Final
1990-1991 Third Round
1989-1990 Fourth Round
1988-1989 3rd Round
1987-1988 4th Round
1986-1987 Fourth Round
1985-1986 Fourth Round
1984-1985 Fourth Round
1983-1984 Third Round
1982-1983 Fourth Round
1981-1982 Quarter Final
1980-1981 Third Round
1979-1980 Third Round
1978-1979 Third Round
1977-1978 Fifth Round
1976-1977 Third Round
1975-1976 Fifth Round
1974-1975 Fourth Round
1973-1974 Third Round
1972-1973 Quarter Final
1971-1972 Fifth Round
1970-1971 Fourth Round
1969-1970 Winner
1968-1969 Quarter Final
1967-1968 Quarter Final
1966-1967 Runner Up
1965-1966 Semi Final
1964-1965 Semi Final
1963-1964 Fourth Round
1962-1963 Fifth Round
1961-1962 Third Round
1960-1961 Third Round
1959-1960 Fourth Round
1958-1959 Fourth Round
1957-1958 Fourth Round
1956-1957 Fourth Round
1955-1956 Fifth Round
1954-1955 Fifth Round
1953-1954 Third Round
1952-1953 Fifth Round
1951-1952 Semi Final
1950-1951 Fifth Round
1949-1950 Semi Final
1948-1949 Fifth Round
1947-1948 Fourth Round
1946-1947 Fourth Round
1938-1939 Quarter Final
1937-1938 Third Round
1936-1937 Fourth Round
1935-1936 Fifth Round
1934-1935 Third Round
1933-1934 Fifth Round
1932-1933 Third Round
1931-1932 Semi Final
1930-1931 Quarter Final
1929-1930 Third Round
1928-1929 Fifth Round
1927-1928 Third Round
1926-1927 Quarter Final
1925-1926 Fourth Round
1924-1925 1st Round
1923-1924 First Round
1922-1923 Second Round
1921-1922 First Round
1920-1921 Quarter Final
1919-1920 Semi Final
1914-1915 Runner Up
1913-1914 First Round
1912-1913 Second Round
1911-1912 Second Round
1910-1911 Semi Final
1909-1910 Second Round
1908-1909 Second Round
1907-1908 Second Round
1906-1907 First Round
1905-1906 Third Qualifying Round

Chelsea FA Cup Wins


2017-2018: Chelsea 1–0 Manchester United

It could all have been over very quickly in 2018 as Chelsea just about edged past Norwich in a third-round replay, eventually winning on penalties.  Comfortable wins against Newcastle and Hull followed though and after beating Leicester in extra-time in the quarter-finals, the Blues were back at Wembley.

Beating Southampton 2-0 in the semi’s, Antonio Conte’s men booked their final place against Manchester United in which an Eden Hazard penalty decided a very tight encounter to hand Chelsea their eighth FA Cup win in front of 87,000 people.


Things weren’t going terrifically well under Andre Villas-Boas in the league in 2011/12, but Chelsea’s FA Cup campaign got off to a great start with a 4-0 win against Portsmouth before QPR were taken care of at Loftus Road.  Having beaten Birmingham and Leicester, Chelsea were drawn to play an intriguing semi-final against Tottenham under new boss Robert Di Matteo and it was to prove to be some spectacle!

Having enjoyed an upsurge in form in both this competition and the Champions League after the Italian’s appointment, the Blues hammered Spurs 5-1 in the semi-final to book a May date with Liverpool.  After Didier Drogba put his side 2-0 up in the final Chelsea were coasting, though an Andy Carroll goal ensured things were nervy as the Blues held on for a 2-1 final success.


Carlo Ancelotti had already led his side to their third Premier League title by the time the Blues played Portsmouth in the 2010 FA Cup Final, that man Didier Drogba scoring the only goal of the game to ensure Chelsea landed the cup for the sixth time.

On their way to that Wembley success the Blues beat Watford (5-0), Preston (2-0), Cardiff (4-1), Stoke (2-0) and Aston Villa (3-0) in the semi-final in what was a very impressive cup campaign which meant the club won the trophy for the third time in four seasons.


With lots of toing and froing going on in terms of management; Luiz Felipe Scolari, Ray Wilkins and Guus Hiddink all taking their turn in the dugout after the FA Cup got going, Chelsea’s campaign to win back the cup could easily have been derailed and indeed a replay was needed to see off Southend United in round three.

Wins against Ipswich, Watford and Coventry however saw Chelsea head back to Wembley again where a late Didier Drogba goal sealed a semi-final win against Arsenal and, despite going 1-0 down to Everton inside a minute of the final, success was to come as goals from Drogba and Frank Lampard turned the game on its head and handed Chelsea a fifth FA Cup victory.


Jose Mourinho was still in his pomp as Chelsea manager when the 2007 FA Cup got going in earnest, his team securing victory in round three with a 6-1 win against Macclesfield Town to kick the campaign off.  More comfortable wins came against Nottingham Forest and Norwich before a cup classic was played out at the Bridge, the Blues coming back from two-down to draw 3-3 with Tottenham in round six.

Having won the replay at White Hart Lane Chelsea headed to Old Trafford to take on Blackburn in the semi-finals, extra-time being needed with a late Michael Ballack goal and one from the tournament’s top-scorer Frank Lampard sending Blackburn out 2-1.

Lampard was man of the match in the final at Wembley as old foes Mourinho and Sir Alex Ferguson clashed, with Didier Drogba eventually settling a tense affair with the only goal of the game, just four minutes from the end of extra-time.


While more success was gained in the years to come, a squad containing Marcel Desailly, Gus Poyet, Roberto Di Matteo and Gianfranco Zola certainly looked good enough to win the cup in 1999-2000 and so it proved.

An utterly absorbing semi-final encounter at the old Wembley against Newcastle, a game in which Gus Poyet’s double was enough to eclipse Rob Lee’s header in a 2-1 win, meant momentum was hugely in the Blues’ favour as they faced Aston Villa in the final.  Roberto Di Matteo was on hand again a cup final, scoring the only goal with 17 minutes left on the clock to seal the win.


Having not won a trophy for 26 years the Blues began this campaign with much expectation after Ruud Gullit had brought in some major stars to improve the squad, and they clearly had the stomach for knock-out football.

Wins against West Brom (3-0), Liverpool (4-2), Leicester (1-0 in a replay) and Portsmouth (4-1) took Chelsea to Highbury to face Wimbledon, a game they won comfortably 3-0 to set up a final appearance against Middlesbrough at Wembley.

The game proved to be famous for containing what was at the time the fastest goal in FA Cup Final history, Roberto Di Matteo scoring against Middlesbrough with just 43 seconds on the clock.  Eddie Newton added another as the Blues beat Boro 2-0 to claim their first FA Cup win since 1970.


Dave Sexton was in charge when Chelsea claimed their first ever FA Cup triumph, beating Leeds United 2-1 in a replay at Old Trafford following a 2-2 draw at Wembley in the first final.

The Blues had to take care of Birmingham, Burnley, Crystal Palace, QPR and Watford along the way before David Webb could grab the famous extra-time goal that ensured Chelsea’s first FA Cup success with a team featuring Peter Bonetti and Peter Osgood among others.

Near Misses

Chelsea have made the semi-finals of the FA Cup twice in the Premier League era without progressing further, but their agonising defeats in the finals of both 2017 and 2002 are the ones that hurt the most.

Having waited until 14 minutes from time to grab an equaliser in the 2017 final against Arsenal, the Blues were undone by an Aaron Ramsey winner as Arsenal took the cup 2-1.  The same teams contested the 2002 final at the Millennium Stadium in Cardiff, where Chelsea fought well but succumbed to a good Arsenal side who won 2-0 on the day.