Chelsea 4-0 Manchester United (October 2016)
Jose Mourinho’s return to Stamford Bridge did not go well. Ten months on from his acrimonious sacking as Chelsea boss, Mourinho took his United side to west London and was on the wrong end of a one-sided thrashing – much to the delight of the home support, who taunted the manager they had once adored.
This was a third consecutive victory for Antonio Conte’s men, who were finding their stride having recently converted to a 3-4-2-1 formation. Pedro Rodriguez opened the scoring after 30 seconds, with Gary Cahill, Eden Hazard and N’Golo Kante also getting in on the act.
Chelsea 1-0 Manchester United (August 2004)
Mourinho was in the opposite dugout 12 years earlier, leading Chelsea out for his first competitive game as the club’s manager. The newly-rich Blues had spent heavily in the summer transfer market, with new signings Petr Cech, Paulo Ferreira and Didier Drogba included in Mourinho’s first Premier League XI.
Manchester United, who were forced to play Roy Keane at centre-back because of injuries, had the lion’s share of possession but were deservedly beaten by their hosts, for whom Eidur Gudjohnsen notched the winning goal.
Manchester United 3-0 Chelsea (April 1993)
Manchester United were bottom of the table after two games in the division’s inaugural season. They quickly climbed higher up the standings but were still down in third following a 0-0 draw with Arsenal, which makes their achievement of ultimately winning the league by 10 points rather impressive.
Alex Ferguson’s won each of their last seven games to storm to the summit, including a comfortable 3-0 defeat of mid-table Chelsea in April. Mark Hughes and Eric Cantona were both on the scoresheet, as was Steve Clarke, albeit at the wrong end of the field.
Chelsea 2-3 Manchester United (December 1994)
A five-goal thriller at Stamford Bridge ultimately ended in Manchester United’s favour, although it was a closer-run thing than Alex Ferguson would have hoped after goals from Mark Hughes and Eric Cantona had given them a 2-0 lead early in the second half.
Chelsea fought back admirably, though, with Eddie Newton drawing them level in the 77th minute after John Spencer had equalised from the penalty spot. Parity did not last long, however, with Brian McClair finding the net just seconds after Newton had done so at the other end.
Chelsea 5-0 Manchester United (October 1999)
In Premier League terms, the 1999/00 season was arguably Alex Ferguson’s best as Manchester United manager. The Red Devils won the title by a huge margin of 18 points, amassing 91 in total and scoring 97 goals.
Curiously, though, their three defeats that campaign were all comprehensive, none more so than a 5-0 demolition by a Chelsea side who were flying high under Gianluca Vialli in November. This was United’s first loss in 29 Premier League matches, as Gus Poyet (two), Chris Sutton, Jody Morris and a Henning Berg own goal gave the Londoners a famous win.
Manchester United 3-3 Chelsea (September 2000)
This was Claudio Ranieri’s second Premier League game as Chelsea manager following the dismissal of Vialli in mid-September. Jimmy Floyd Hasselbaink gave the visitors to Old Trafford the lead in the eighth minute and Tore Andre Flo struck on the stroke of half-time, but United were into the interval with a 3-2 advantage thanks to Paul Scholes, Teddy Sheringham and David Beckham.
Chelsea battled back after the break, though, with Flo grabbing his second and the Blues’ third in the 70th minute. It was Ranieri’s first point as Chelsea boss, and one of the 80 United accumulated as they went on to win another Premier League title.