All Trophies that Chelsea FC Has Won Till Now

Chelsea have won 25 major trophies, a number which excludes Community shields and Charity cups. Chelsea’s 6 European Cups is what puts them amongst Europe’s elite. Here we’ll go through all the trophies that the club has won in chronological order.

1954-55: First Division Title

Under captain and club legend, Chelsea won their first-ever top division title in 1955. The club celebrated its 50th anniversary in truly grand fashion. Chelsea finished four points above runners up and defending champions Wolves.

Sillet’s penalty against Wolves effectively sealed the trophy for Chelsea in GW39.

Captain: Roy Bentley
Manager: Ted Drake

1964-65: Football League Cup

In the 5th season of the League Cup, Chelsea lifted their second major honour. After beating Aston Villa in the semi-finals they were looking at a two-legged final against Leicester. With Chelsea stalwarts like Peter Bonetti, John Hollins, Eddie McCreadie and Bobby Tambling, all on the pitch, Chelsea’s chances were significant. An entertaining first-leg at Stamford Bridge saw Chelsea triumphant over their midlands opponent, with goals from McCreadie, Bobby Tambling and Terry Venables. Both teams played cautiously in the second leg and neither team could create clear-cut opportunities.

Captain: Terry Venables
Manager: Tommy Docherty

1969-1970: FA Cup

In one of the most hotly-blooded finals ever played, Chelsea clashed against close rivals, Leeds. The “flamboyant” Chelsea side faced against the uncompromising Leeds side. Leeds and Chelsea had finished 2nd and 3rd in the first division that season, which further fueled the rivalry.

Due to the animosity between the two clubs, it is also named as “the most brutal game” to have been played in English football history.

Leeds looked set to lift to the trophy but Ian Hutchinson had other plans, his 86th-minute equalizer from John Hollin’s cross meant the final had to be replayed.

It was the first FA Cup final that needed a replay since 1912. Modern-day referees upon reviewing the game said, that there would have been 6 red cards and 20 yellow cards between them had they played in the modern era. Osgood’s equalizer took Chelsea to extra-time where David Webb scored the winner, tapping it home after Ian Hutchinson’s long throw missed everyone.

Chelsea lifted the FA Cup for the first time.

Captain: Ron Harris
Manager: Dave Sexton

1971 UEFA Cup Winner’s Cup

Chelsea had qualified for the European Cup after winning the FA Cup, and were now seeking their first-ever European honour. They faced Real Madrid in the final, in Greece. The Spanish club were seeking their 7th European honour.

Chelsea took the lead through Osgood but Real Madrid equalized in the last minute taking the game to extra-time where no more goals were scored. The replay was scheduled for two days later, where Chelsea took a 2-0 lead in the first half, through Osgood and Dempsey. Madrid got one back with 10 minutes left but the Blues hung on to win their first European title.

Captain: Ron Harris
Manager: Dave Sexton

1996-97: FA Cup

The West London club had to wait a long while after winning the Cup Winner’s Cup to lift a major trophy again. After years of failing at the final hurdle, Chelsea were yet again on the brink of winning the FA Cup. The faced Middlesborough who had just lost the League Cup final one month ago, and were also controversially relegated.

The Blues were off to a flying start as Di Matteo gave Chelsea the lead as early as the first minute. Chelsea never really lost control after that, and scored again in the 83rd minute to give themselves some breathing space. A comfortable 2-0 win saw Chelsea lift the FA Cup again, the 2nd time in the club’s history.

Captain: Dennis Wise
Manager: Ruud Gullit

1997-98: League Cup, UEFA Cup Winner’s Cup, UEFA Super Cup

A special year in Chelsea’s history gave them success in England as well as Europe. Chelsea had signed Gus Poyet to add goals from a rather defensive midfield, goalkeeper Ed De Goey who was a relevant success and striker Tore Andre Flo who combined well with Zola. Chelsea finished 3rd in the Premier League and were inching close to the title year after year. However, it was the cup competitions yet again that brought success and glory to the club.

After a misunderstanding with chairman Ken Bates, Ruud Gullit was removed as manager and the job was given to 33-year-old Gianluca Vialli.

LEAGUE CUP: After a comeback win against Arsenal in the semi-finals, Chelsea booked a spot at Wembley where they were to face Middlesborough again. This time, however, Chelsea weren’t able to score the early goal. The match ended goalless in normal time. In extra-time, Chelsea scored twice, through Frank Sinclair and Di Matteo. Chelsea lifted their second League Cup title. This one coming 33 years after the first.

CUP WINNER’S CUP: Chelsea faced Stuttgart in the finals of the Cup Winner’s Cup after beating Vicenza in the semi-finals. Chelsea had met German opponents only once before, when they advanced to the next rounds of the Intercity fair’s cup after beating Bayern in 1955-56.

The final took place in Stockholm. After a drab first half, Chelsea introduced Zola in the 71st minute, who made an instant impact. Picking up the ball in midfield from Dennis Wise, Zola went on to score which proved to be the only game of the goal. Both teams were reduced to ten men later in the game via red cards to Dan Petrescu and Gerhard Poschner.

SUPER CUP: Champions League holders Real Madrid faced Cup Winner’s Cup holders Chelsea in the first one-off match at a neutral venue ( earlier matches were played over two legs). Against a team of Roberto Carlos, Raul and Clarence Seedorf amongst others, Chelsea seemed to be the underdogs. The held on well for most of the match and grabbed the opportunity with both hands when the chance arrived. Gus Poyet who had come on for Di Matteo scored in the 83rd minute and Chelsea lifted the cup in Monaco.

Manager: Ginaluca Vialli
Captain: Dennis Wise

1999-2000: FA Cup

In the last final to be played at the old Wembley and the first of the century, Chelsea faced off against Aston Villa. The game had a poor first half as few opportunities were created. The game was brighter in the second half, as Di Matteo who had also scored in the 1997 FA Cup final (1998 League Cup final as well) came onto the scene yet again. Capitalizing on David James’s error, Di Matteo gave the Blues a crucial lead, which they held on to, to secure the club’s second FA Cup in 4 years.

Captain: Dennis Wise
Manager: Gianluca Vialli

2004-05: Premier League, League Cup

After the arrival of Jose Mourinho and several players, Chelsea looked threateningly close to the first division title, 50 years since they had last won it. With players like John Terry, Petr Cech, Frank Lampard and Claude Makelele, Chelsea truly looked a force to be reckoned with.

LEAGUE CUP: Chelsea beat favourites Manchester United in the semi-finals over two legs. All the goals came in the second leg at Old Trafford where Damien Duff scored a 50-yard free-kick to send Chelsea through. The Blues were facing Liverpool, which was the beginning of an intense rivalry over the years. The final was being played in Cardiff and Liverpool scored in the very first minute. Chelsea kept pushing and finally found the equalizer through a Gerrard own goal in the 78th minute. 3 goals were scored in extra-time and Chelsea won 3-2 to give Mourinho his first title with Chelsea.

PREMIER LEAGUE: Chelsea, in their first season under Mourinho set several records, including highest points total, most wins in a campaign and least goals conceded. Chelsea’s only loss of the campaign came against Manchester City at Maine Road where they lost 1-0. Chelsea secured the title at the Reebok Stadium against Bolton through a Frank Lampard double. With 25 clean sheets, Petr Cech won the golden glove award and John Terry was named the PFA Player of the Year.

Captain: John Terry
Manager: Jose Mourinho

2005-06: Premier League

With further additions to an already strong squad, Chelsea looked close to win back to back league titles for the first time in the club’s history. With 91 points and just 22 goals conceded, Chelsea won the title, securing it after they beat Manchester United 3-0 at Stamford Bridge towards the end of April. This new age Chelsea side looked set to threaten the monopoly of Manchester United in the Premier League after back-to-back titles in grand fashion. Lampard was Chelsea’s top scorer in the league with 16 goals. Jose Mourinho won the manager of the season trophy after two league titles in as many years in England.

Captain: John Terry
Manager: Jose Mourinho

2006-07: FA Cup, League Cup

LEAGUE CUP: Chelsea faced Arsenal in the final played in Cardiff after a relatively easier route to the final. The West London club scored 12 goals and conceded just one. Meanwhile, Arsenal faced much more difficult opponents in Liverpool and Tottenham in their route to the final. Chelsea were favourites after being undefeated against Arsenal since 2004. Arsenal started strongly and took the lead through Walcott in the 12th minute, much to the delight of manager Arsene Wenger. Chelsea equalized in the 20th minute through the man who was immortal in cup finals, Didier Drogba. After an attacking substitution at half-time, Chelsea seemed more likely to score next. John Terry was knocked out by Diaby while attempting a diving header, Diaby hit the Chelsea defender instead of hitting the ball, as accidental as it was, it looked very serious as Terry was stretchered off. Essien was moved to centre-back to accommodate John Mikel in the CDM position. Drogba scored in the 84th minute via a Robben cross, to turn the game on its head.

FA CUP: Chelsea faced Manchester United two weeks after losing out on the Premier League trophy. It was the first final at the new Wembley stadium. United were looking at a League and Cup double but the resilient Blues stood in their way.

Both teams were playing cautiously and there were few moments of note. The game ended 0-0 in normal time and there were 30 more minutes of extra-time to play. The deadlock was broken in the 116th minute as Drogba received the ball from Mikel and scored against the onrushing Edwin Van De Sar.

Captain: John Terry
Manager: Jose Mourinho 

2008-09: FA CUP

After Chelsea lost out to Barcelona in the semi-finals of the Champions League, the FA Cup was an outlet for revenge. Chelsea beat Arsenal in the semis and faced Everton in the finals. Louis Saha scored within 25 seconds, the fastest goal in an FA Cup final. Chelsea equalized through Drogba in the 21st minute and maintained pressure for most of the match. Chelsea finally found the winner in the 71st minute when Frank Lampard scored with his left foot. Chelsea lifted their 5th FA Cup trophy and 3rd since the turn of the century.

Captain: John Terry
Manager: Guus Hiddink

2009-10: Premier League, FA Cup

With the arrival of Carlo Ancelloti, there was a shift in the Chelsea gears. Chelsea were now playing a more attacking fluid kind of football instead of their usual pragmatic style.

PREMIER LEAGUE: Chelsea broke the goalscoring records as they went on to score 103 goals in the League with Drogba and Lampard both scoring more than 20 goals. Chelsea were one point clear of Manchester United on the final day. The Blues beat Wigan 8-0 on the final day to secure the title in truly grand fashion. Drogba was awarded the golden boot with 29 goals to his name. Frank Lampard was excluded from the Team of the Year much to the surprise of every football fan ever.

FA CUP: There was no stopping Ancelloti’s Blues as they were headed to their first traditional League and Cup double. The winners of the previous two finals faced each other as the Blues faced Portsmouth. Both teams missed a penalty, the first FA Cup final to have this feat. Kevin Prince Boateng had his penalty saved by Cech in the 54th minute. Chelsea grabbed this opportunity with both hands, Drogba scored with a free-kick in the 58th minute which proved to be the only goal of the game. Lampard missed a penalty later but Chelsea lifted the FA Cup yet again.

Captain: John Terry
Manager: Carlo Ancelloti

2011-12: Champions League, FA Cup

2011-12 was an up and down season for Chelsea as they struggled to find any form of consistency under new manager Andres Villas Boas. He was sacked after Chelsea lost the first leg of the Round of 16 tie in the Champions League against Napoli.

Champions League: Assistant manager Roberto Di Matteo took charge and there was an instant resurgence as Chelsea turned around the Champions League tie, beating Napoli 4-1 in Stamford Bridge. After a dramatic win against Barcelona in the semi-finals, Chelsea faced Bayern Munich in Munich. It was a monumental task, but if any teams could have done it against the odds, it was Chelsea. The Blues put in a huge shift and defended well for most of the match. Muller’s 81st-minute goal was cancelled out by Drogba’s bullet header in the 88th minute. Robben’s penalty was saved by Cech in extra-time forcing the game to penalties. Cech saved the 4th and 5th penalty for Drogba to roll it in and give Chelsea the much-awaited Champions League trophy.

FA CUP: Chelsea faced Liverpool in the 2012 FA Cup final after beating Tottenham 5-1 in the semis. Ramires opened the scoring when he slotted past keeper Pepe Reina in the 11th minute. Chelsea’s lead was doubled by the “King of finals” Didier Drogba in the 52nd minute. Liverpool got one back in the 64th minute through a brilliant goal by Andy Carroll but Chelsea’s resistance proved to be too much for the Merseyside club. Chelsea lifted the cup for 7th time in the club’s history.

Captain: John Terry
Manager: Roberto Di Matteo

2012-13: Europa League

After Chelsea crashed out of the Champions League group stage, the 1st team to do so after winning it the previous season, Di Matteo was sacked by the board. Rafa Benitez was given the job till the end of the season. Benitez did a decent job as the Blues finished 3rd in the league, securing a Champions League spot. However, Chelsea became the first club to hold the Champions League and the Europa League at the same time as they beat Benfica in the finals of the Europa League in Amsterdam. Torress who had been Chelsea’s top scorer in Europe, opened the scoring for the Blues. Benfica equalized through Oscar Cardozo’s penalty and the game looked set to go to extra-time, but Ivanovic had other plans. In the final minute of normal time, the Serb rose highest to head home Chelsea’s 5th major European honour.

Captain: John Terry
Manager: Rafa Benitez

2014-15: Premier League, League Cup

Mourinho was in the second season of his second stint and success was due. He had a strong team with new signings Cesc Fabregas and Diego Costa fitting in particularly well. The return of Didier Drogba further bolstered the attack.

PREMIER LEAGUE: The Blues were riding high since the very beginning, owing a lot to Cesc Fabregas’s connection with Costa, and Hazard’s brilliance on the Left-wing. Hazard had become a force to reckon with and weaved in and out of defences with ease. Scoring 14 goals in the League, Hazard was named the Player of the Season. Chelsea secured the title after they beat Crystal Palace 1-0 through a Hazard goal. The 5th League title in Chelsea’s history saw 6 Blues in the Team of the Year.

LEAGUE CUP: After a dramatic win against Liverpool in the semi-finals, Chelsea matched up against a young Tottenham side. Chelsea proved to be too much for the North Londoners as they beat them 2-0 in Wembley, courtesy of goals from John Terry and Diego Costa. Kurt Zouma did a phenomenal job screening the defence as Chelsea won their 3rd League title under Mourinho and their 5th in history.

Captain: John Terry
Manager: Jose Mourinho

2016-17: Premier League

After a disastrous 15-16 season which saw the Blues finish 10th, Conte was brought in to revive a Chelsea side that had won the league just a year ago. Conte initially struggled to find the best team but once he did, the Blues ran clear of everyone. The switch to 3 at the back seemed revolutionary as opposition managers had no reply to it. Hazard was back to his brilliant self and new signing N’Golo Kante showed why was he so highly valued. Chelsea secured the title when Batshuayi scored a late winner against West Brom. Kante was awarded the Player of the Year award, while Hazard lifted the Chelsea Player of the Year trophy.

Captain: John Terry
Manager: Antonio Conte

2017-18: FA CUP

After an up and down season which saw Chelsea finish 5th in the League, the FA Cup was Chelsea’s only chance of a trophy. It seemed difficult against an in-form Manchester United side managed by Mourinho. A through pass by Fabregas, which led to Hazard being fouled inside the box seemed to be enough. Hazard slotted it in and Chelsea were comfortable throughout the game despite some late attempts from United. Chelsea lifted its 8th FA Cup and Conte won his first cup trophy. Conte was sacked after this due to tensions between him and the board but it all ended on a high.

Captain: Gary Cahill
Manager: Antonio Conte

2018-19: Europa League

Maurizio Sarri was brought in, in an attempt to make Chelsea’s style more attractive and possession-based. The fans were not up to accepting it but Sarri’s methods proved to be effective. Chelsea finished a decent 3rd in the League in their transition period and lifted the Europa League beating London rivals Arsenal 4-1 in Baku.

The final was much hyped because of the rivalry between the two clubs. The first half ended 0-0 after few chances between the two sides. Giroud opened the scoring in the second half with a diving header and opened the flood gates. Goals from Pedro and Hazard gave Chelsea a comfortable lead. Even though Iwobi got one back for Arsenal, Hazard scored again to gift the trophy to Chelsea in his final match for the Blues.

Captain: Gary Cahill
Manager: Maurizio Sarri

2020–21 UEFA Champions League

List of all major Cups won by Chelsea