Our Under-18s will attempt to overturn a 1-0 deficit when we take on Norwich City at Stamford Bridge in the second leg of the FA Youth Cup final on Monday.
A victory would see us lift the trophy for the second successive season, and the fifth time in our history.
Here, the official Chelsea website takes a look back our four previous triumphs in the FA Youth Cup…
2011/12: beat Blackburn Rovers 4-1 on aggregate
Having overcome Manchester United in a tight semi-final, eventually progressing 3-2 on aggregate, the Blues faced Blackburn Rovers over two legs in a bid to be crowned FA Youth Cup winners.
With the first leg of the tie scheduled to be held at Stamford Bridge, it was imperative we secured a positive result to take to Ewood Park for the return, and Adi Viveash’s young side didn’t disappoint, ruthlessly taking apart our opponents with two goals in each half to put us firmly in the ascendancy.
It was Blackburn who started the brighter of the two sides, and they went close early on when Osayamen Osawe was thwarted by an excellent Jamal Blackman save, before Todd Kane was forced to head off his own line.
The Blues, however, took the lead midway through the first half when captain Nathaniel Chalobah glanced home a cross from Amin Affane, and moments later our advantage was extended in emphatic style as Lewis Baker bent a wonderful strike into the top corner.
The two-goal lead saw the shackles come off and during the second half we played some excellent football, with Lucas Piazon the orchestrator.
The Brazilian playmaker was proving a real thorn in Blackburn’s side, and he laid on the third goal for Islam Feruz with a beautiful threaded pass which the young striker expertly dispatched.
With the visitors chasing the game, spaces inevitably opened up for us to exploit, and the same two players combined in similar fashion late in the game to make it 4-0 and give us a priceless advantage.
The second leg was decided by a solitary first-half goal by Tim Payne, and while it sealed victory for Blackburn on the night, our dominant first-leg display was enough to ensure we lifted the trophy for the second time in three years.
2009/10: beat Aston Villa 3-2 on aggregate
The 2010 final saw us take on a talented Aston Villa side after a thumping 5-0 aggregate semi-final win over Blackburn, the likes of Watford, Portsmouth and Nottingham Forest also eliminated en route.
The first leg at Villa Park ended all square, after Jeffrey Bruma’s second-half free-kick cancelled out Daniel Devine’s 19th-minute opener, ensuring the return at the Bridge was delicately poised.
Over 10,000 supporters made their way to west London to get behind Dermot Drummy’s side, but they were dealt a blow just after the half-hour mark when the visitors took the lead through a Kofi Poyser header.
Trailing 2-1 on aggregate going into the second half there were serious questions asked of the character of our young side, but with a passionate home support behind them they answered them emphatically.
Shortly after the hour mark we were back on level terms when Marko Mitrovic, who moments earlier had seen his header cleared off the line, equalised at the near post following excellent work from both Josh McEachran and Jacopo Sala.
Looking much brighter after the break, the momentum was now with the Blues, and with 25 minutes left to play there was plenty of time to find a winner.
With seven minutes remaining the decisive goal came, and it was a strike fit to grace the biggest stage.
McEachran, who had been impressive throughout, won the ball back in midfield before laying it into the path of Conor Clifford, who produced a stunning strike from 25 yards which flew into the back of the net.
As the clock ticked down and Villa poured forward in a bid to restore parity, we almost put the game out of sight when Gokhan Tore crashed an effort against the bar, but Clifford’s strike was enough to secure our first FA Youth Cup in 49 years.
It was to be the first of a double triumph in the competition in 2010 as less than a fortnight later a Didier Drogba free-kick helped our first team to a 1-0 win over Portsmouth in the FA Cup final.
1960/61: beat Everton 5-3 on aggregate
The road to the 1960/61 FA Youth Cup final saw the Blues score an incredible 34 goals, with Fulham beaten 9-0, both Ipswich Town and Oxford United hit for seven and Tottenham comprehensively beaten 4-0.
A 4-0 aggregate win over Arsenal at the semi-final stage ensured Everton, our opponents in the final, would need to be at their best defensively in order to nullify the Chelsea attacking threat, but there was little the visitors could do to prevent us from securing a significant advantage ahead of the return.
Dickie Foss’s young side included both Ron Harris and Terry Venables, but it was Bert Murray who stole the show, netting a hat-trick in a 4-1 win, with Gordon Bolland our other scorer.
In a comfortable position from the first leg, the return at Goodison Park, perhaps unsurprisingly, saw us fail to reproduce the type of football which had served us so well en route to the final.
David Gillingwater scored our goal in a 2-1 defeat on the night, but the Toffees had a mountain to climb after their performance in the capital and we were crowned FA Youth Cup winners for the second year in succession.
1959/60: beat Preston North End 5-2 on aggregate
After a comfortable run to our first FA Youth Cup final, we won the competition courtesy of a two-legged win over Preston North End.
The first leg, which was played at Stamford Bridge, ended 1-1, with Murray on target for the Blues.
Having failed to make the most of home advantage, it was going to take a special performance to secure the trophy for the first time, and the young Blues wouldn’t disappoint.
Goalkeeper Peter Bonetti had missed the first leg with a broken nose, which he sustained while playing for the first team towards the end of the season, but he returned for the game at Deepdale, a match which would be his last appearance for the youth team.
A wonderful collective display saw Chelsea run out 4-1 winners courtesy of a Bobby Tambling hat-trick and a Bolland strike, with Ian Matthews replying for the hosts, ensuring we lifted the trophy for the first time in our history.
A fantastic occasion was capped in style when captain Venables was presented with the trophy by Tom Finney.
Can our current crop of youth team players match those Chelsea teams of the past? There will be a good attendance for Monday evening’s game (kick-off 7.45pm) including several thousand Norwich fans but tickets are still available although they must be bought in advance. Click for details.
Chelsea TV will be showing the game live and live text coverage of the game will be available on this website, although not via the usual page. Those supporters wishing to follow the match can do so here.