Liverpool’s quest for an historic Quadruple continues when they travel to Villarreal for the second leg of their Champions League semi-final on Tuesday night, with the Reds’ bid having now gone further into a season than any other English side before them.
Jurgen Klopp’s team head to Spain leading 2-0 as
they look to progress to the final of Europe’s premier club competition in Paris on May 28 against either Man City or Real Madrid.
However, even if Liverpool fail to make it to the French capital, they have still managed to surpass the Chelsea side of 2006/07, whose own Quadruple challenge lasted all the way until May 1 of that campaign before losing to Liverpool in the Champions League semi-finals.
And if Liverpool do manage to see off Villarreal on Tuesday, their next leg of the Quadruple will come against Chelsea in the FA Cup final at Wembley on May 14, a repeat of this season’s League Cup final, which the Reds won on penalties in February.
Meanwhile, in the race for the Premier League, Liverpool still just a point behind City as we enter the final four games of the season after an impressive unbeaten run in the league saw the champions’ seemingly unsurmountable 14-point lead on January 15 evaporate.
In total, Liverpool could face a gruelling seven-match schedule in May if they make it through to the final of European Cup at the Stade de France.
So, how have other English teams got on when faced with such a daunting challenge, while surely the trophy-laden Liverpool sides of the 80s must have gone close to achieving the feat? And what about some of the great European giants of years gone by?
The English Quad?
As is surely common knowledge by now, no English team has ever won the Quadruple.
Prior to this season, the closest any top-flight side had ever got to winning all four major trophies in a single campaign was Chelsea back in 2006/07.
Heading into May of that season, Jose Mourinho’s back-to-back Premier League champions had already landed the League Cup after beating Arsenal 2-1 at the Millennium Stadium, while they had an FA Cup final date to look forward to with Manchester United, who they were also going toe to toe with in the league.
However, the Blues’ challenge ended when they lost on penalties to Liverpool at Anfield in the second leg of their Champions League semi-final, while they would also go on to lose their title to United.
Manchester United also came close to making history in 2008/09, only to slip up in the semi-finals of the FA Cup when losing 4-2 on penalties to Everton, although they did then get beaten 2-0 by Barcelona in that season’s Champions League final in Rome.
And, of course, Pep Guardiola’s Manchester City side have had numerous Quadruple bids as well since the Catalan arrived at the Etihad, the closest being in 2018/19 and last season. However, the former challenge was ended by Tottenham in the Champions League last eight and the latter after a defeat to Chelsea in the FA Cup semi-finals.
Liverpool’s current quest, though, will last at least until May 3, when the second leg of their Champions League semi-final with Villarreal concludes, meaning their Quadruple campaign will have lasted longer than any other English team’s in history.
And before you ask, Manchester United’s famous Treble-winning season of 1998/99 actually included a League Cup quarter-final loss at Spurs in the December of that campaign.
Past Reds efforts
You would have thought Liverpool have come close before, but actually they have not, despite winning the League Cup four years in a row from 1981.
It was the FA Cup that ultimately proved to be Liverpool’s Achilles’ heel in each of those four campaigns, with the Reds never managing to make it past the fifth round, meaning the closest they came was in 1982/83, only for a shock 2-1 home defeat to second division Brighton to end their Quadruple dreams in February.
And it was Brighton again in the cup who scuppered the Reds’ chances of winning all four trophies in their Treble-winning campaign the following season.
Klopp’s quests
Oddly enough, despite Klopp’s ‘Mentality Monsters’ barely losing a game between 2018 and 2020, they never actually came close to winning the Quadruple.
In fact, the nearest they came to achieving the feat was in their title-winning campaign of 2019/20, only for a youth side – selected because of a fixture clash with the Club World Cup – to lose 5-0 at Aston Villa in the League Cup quarter-finals to put an end that dream.
The British bids
In the first season in England when four trophies were up for grabs in 1960/61, it was Burnley who came closest before losing to Hamburg in the last eight of the European Cup in March 1961.
However, Celtic did manage to accomplish the seemingly impossible in 1966-67 when Jock Stein’s ‘Lisbon Lions’ won it all – the Scottish First Division, League Cup and Scottish Cup, followed by the first European Cup won by a British team after victory over Inter Milan.
Continental challenge
Well, the first thing to point out here is that up until the 2019-20 season, France, as in England, was the only other country in Europe’s top-five major leagues to have an extra cup competition in the form of the League Cup, or Coupe de la Ligue.
So that explains why European giants like Real Madrid, Barcelona, Bayern Munich and Juventus have all never previously won the Quadruple.
Paris Saint-Germain did, though, recently come within a whisker of pulling it off under Thomas Tuchel, only to fall agonisingly at the final hurdle.
The big-spending Parisians were awarded that season’s Ligue 1 title in April based on a points-per-game ratio after the campaign was prematurely curtailed due to the COVID-19 pandemic.
However, when the season did eventually resume, PSG beat St Etienne 1-0 in the Coupe de France final on July 24, before edging out Lyon 6-5 on penalties to claim the Coupe de la Ligue the following weekend.
Then, when the Champions League also returned in August, Tuchel’s team made it all the way to the final for the first time in the club’s history, before unluckily losing 1-0 to Bayern Munich in Lisbon.
All of which shows just what a mountain Klopp and Co still face in order to make history this season…
Liverpool’s fixture schedule:
May 3 – Villarreal (A) Champions League SF second leg
May 7 – Tottenham (H) Premier League
May 10 – Aston Villa (A) Premier League, live on Sky Sports
May 14 – FA Cup final vs Chelsea
May 15 – Southampton (A) Premier League
May 22 – Wolves (H) Premier League
May 28 – Champions League final *
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