Chelsea FA Cup Titles & Results By Season

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.

2011-2012: Chelsea 2-1 Liverpool

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.

2009-2010: Chelsea 1-0 Portsmouth

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.

2008-2009: Chelsea 2-1 Everton

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.

2006-2007: Chelsea 1-0 (a.e.t.) Manchester United

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.

1999-2000: Chelsea 1-0 Aston Villa

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.

1996-1997: Chelsea 2-0 Middlesbrough

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.

1969-1970: Chelsea 2-2 (a.e.t.), replay 2-1 (a.e.t.) Leeds United

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.

2021-2022: Chelsea 0-0 Liverpool (5-6 pens)

Chelsea started the 2021-2022 FA Cup in fine form, with the Blues beating Chesterfield 5-1 at Stamford Bridge in the third round. That earned a home game against Plymouth Argyle in the fourth round, with extra-time needed for the London club to make it past the League One side 2-1 after the match finished 1-1 after 90 minutes.

In the fifth round it was Luton Town away for Chelsea, with the Blues winning 3-2 in an exciting game. The quarter-finals pitted Chelsea up against Middlesbrough in another away game, with Chelsea winning 2-0. It was an all-Premier League tie against fellow Londoners Crystal Palace that followed, which Chelsea won 2-0.

That meant the Blues faced Liverpool in the final, who they had lost to on penalties in the League Cup earlier in the year. It was to be the same outcome in the FA Cup, with César Azpilicueta and Mason Mount missing their penalties for Chelsea whilst only Sadio Mané missed his for Liverpool. It was Chelsea's third FA Cup final loss in succession.

2020-2021: Chelsea 0-1 Leicester City

A 4-0 win over Morecambe at Stamford Bridge kicked off Chelsea's 2020-2021 FA Cup campaign. The Blues then defeated Luton Town 3-1 at home in the fourth round, whilst it was a much closer 1-0 win away from home against Barnsley in the fifth round. Chelsea dispatched Sheffield United 2-0 at home in the quarter-finals.

That set up a semi-final game against Manchester City, with Chelsea defeating the team that would win the Premier League that season 1-0 at Wembley. It meant that the Blues had to take on former Chelsea coach Brendan Rodgers' Leicester City in the final, with the Foxes never having won the trophy before.

It was a cagey match, with little to separate the two sides in for the first hour of the game. It says something that it took one of the great FA Cup goals to break the deadlock, with Youri Tielemans producing it after 63 minutes, rifling the ball for from 25 yards. Chelsea couldn't get an equaliser and Leicester won the trophy.

2019-2020: Arsenal 2-1 Chelsea

Having defeated Nottingham Forest 2-0 at Stamford Bridge in the third round, Chelsea had to travel to Hull City in the fourth round of the FA Cup in 2019-2020. That saw the Blues emerge as 2-1 winners, setting up a fifth round tie against old foe Liverpool at home. Chelsea won that in comfortable fashion, 2-0.

The quarter-finals were due to take place on the 21st and 22nd of March, but eventually happened on the 27th and 28th of March behind-closed-doors due to the global health crisis at the time. Chelsea defeated Leicester City 2-0 away from home before winning 3-1 against Manchester United in the semi-final.

The final was again against fellow London club Arsenal, the record-holders in the FA Cup. The Blues took the lead after 15 minutes thanks to Christian Pulisic, but Arsenal just had too much and got back into the game thanks to an Pierre-Emerick Aubameyang penalty. He then scored the winner in the 67th minute.

2016-2017: Arsenal 2-1 Chelsea

Chelsea's trip to Wembley began with a 4-1 win over Peterborough United in the third round. Another home game followed in the fourth round, along with another four goals, this time without reply from Brentford. The fifth round saw Chelsea travel to Wolverhampton Wanderers, winning 2-0.

In the quarter-finals, Chelsea had to take on Manchester United at Old Trafford, defeating the Red Devils 1-0 thanks to a goal from N'Golo Kanté. A fiery semi-final match at Wembley against Tottenham Hotspur followed, with Chelsea defeating their London rivals 4-2 courtesy of a Willian brace and goals from Hazard and Matić.

Another North London club had to be beaten in order for Chelsea to win the trophy, this time in the form of Arsenal. The Gunners took the lead after just four minutes courtesy of Alexis Sánchez, with Diego Costa pulling the Blues level in the 76th minute. That didn't last long, however, and Aaron Ramsey scored the winner three minutes later.

2001-2002: Arsenal 2-0 Chelsea

The third round of the 2001-2002 FA Cup saw Chelsea draw 0-0 with Norwich before beating the Canaries 4-0 in the replay. The fourth round also needed a replay, this time drawing 1-1 with London rivals West Ham United at Stamford Bridge before beating the Hammers 3-2 at their home ground.

Thankfully the Blues were able to dispatch Preston North End with the minimum of fuss at Stamford Bridge, running out 3-1 winners in front of just over 28,000 supporters. The quarter-finals produced Chelsea's best performance, going to White Hart Lane and defeating Tottenham Hotspur 4-0.

That set up a semi-final against fellow Londoners Fulham, who Chelsea beat 1-0 thanks to a John Terry goal. It was a third London-based club in a row in the final, which was played at the Millennium Stadium in Cardiff, when goals from Ray Parlour and Freddie Ljungberg handed Arsenal a 2-0 win.

1993-1994: Chelsea 0-4 Manchester United

Chelsea went away to Barnet in the third round of the FA Cup in 1993-1994, drawing 0-0 before beating them 4-0 in the replay. Never keen to do things the easy way, Chelsea also needed a replay to get past Sheffield Wednesday in the fourth round, drawing the original game 1-1 before winning at Hillsborough.

No replay was needed for the Blues to make it through the fifth round, beating Oxford United 2-1 at their place in order to set up a quarter-final match against Wolverhampton Wanderers. That was a comfortable 1-0 win for the home side, meaning that they would face Luton in the semi-final.

It was the first time since 1988 that Luton had made it that far, but a Gavin Peacock brace made short-shrift of them. Alex Ferguson's all-conquering Manchester United awaited the Blues in the final, with two Eric Cantona penalties and goals from Mark Hughes and Brian McClair seeing the Londoners lose 4-0 as United did the Double.

1966-1967: Tottenham Hotspur 2-1 Chelsea

Chelsea had to travel to Huddersfield Town in the third round of the 1966-1967 FA Cup, winning 2-1 against the Terriers. Things weren't so easy in the fourth round, with Chelsea drawing 1-1 away from home against Brighton & Hove Albion. It was a different story back at Stamford Bridge, though, with the Blues winning the replay 4-0.

It was a straightforward 2-0 win over Sheffield United in the fifth round, setting up a quarter-final game against the other Sheffield club, Sheffield United, which Chelsea won 1-0. The semi-final pitted the Blues against Leeds United, with the match played at Villa Park and Chelsea again winning 1-0.

An all-London affair made up the final at the old Wembley Stadium, the first time that it had been two clubs from London competing for the big prize. James Robertson gave Tottenham Hotspur the lead just before half-time, with Frank Saul doubling it in the 67th minute. A Robert Tambling goal gave Chelsea hope, but it ended up being a consolation goal.

1914-1915: Sheffield United 3-0 Chelsea

The 1914-1915 FA Cup was to be the last held before football was cancelled because of the outbreak of the First World War. Chelsea drew 1-1 with Swindon Town in the first round, defeating them 5-2 in the replay to set up a second round game against Arsenal, which the Blues won 1-0.

The third round saw Chelsea defeat Manchester City 2-1, whilst the fourth round match, which was the quarter-finals in the those days, saw Chelsea and Newcastle United draw 1-1 before the Blues won the replay 1-0. Chelsea defeated Everton 2-0 at Ewood Park to make it into the final, which was played at Old Trafford.

The game was moved to Manchester in order to avoid travel disruption in London, with the war having broken out. Chelsea faced Sheffield United, who won 3-0 thanks to goals from James Simmons after 36 minutes, Stanley Fazackerley in the 84th minute and then Joseph Kitchen four minutes later.