Biggest Manchester United Cup Upsets Ahead Of Rochdale Clash

From Knights of Ivalice

Ole Gunnar Solskjaer will be desperate to avoid an upset in the League Cup tonight as his struggling Manchester United face League One's Rochdale.
Tottenham's third-round defeat by Colchester will give Solskjaer and his team a timely warning that anything is possible when it comes to knockout football. 
If he loses at home to Rochdale then the Old Trafford faithful may start to turn on one of their club legends.  
Here, we look at previous Manchester United cup upsets ahead of their Old Trafford meeting with Rochdale. 
Ole Gunnar Solskjaer will be wary of facing lower league opposition in the League Cup
  10. Manchester United 1-2 Crystal Palace (AET), League Cup Quarter Final - November 30, 2011 
A Darren Ambrose-inspired Crystal Palace rocked Manchester United and Old Trafford in the last eight of the League Cup. The midfielder, on as a second-half substitute, broke the deadlock with a blistering 35-yard thunderbolt.
But United levelled four minutes later through a Federico Macheda penalty. Dougie Freedman's men held on and took the game into extra time, where Glenn Murray bundled in Ambrose's free-kick for the winner on 98 minutes.
United made 10 changes but still started Park Ji-Sung, Dimitar Berbatov, Chris Smalling and Antonio Valencia. Some kid called Paul Pogba came on for Rafael in the second half, as well. 
UNITED: Amos, Rafael (Pogba, 64), Smalling, Evans, Fabio (Fryers, 37), Valencia, Gibson, Park, Diouf, Berbatov (Morrison, 46), Macheda.
PALACE: Price, Clyne, McCarthy, Gardner, Moxey (Ambrose, 46), Dikgacoi, O'Keefe, Wright, Zaha, Scannell (Parr, 45), Easter (Murray, 74). 
Darren Ambrose scored a stunning goal as Crystal Palace beat United in 2011 at Old Trafford
  9. Manchester United 2-2 Derby, Derby 8-7 on pens, League Cup round three - September 25, 2018
This cup clash saw then newly-appointed Frank Lampard go up against his former Chelsea boss in Jose Mourinho. 
Mourinho's United were languishing in seventh spot so needed some cheer to lift the gloom hanging around Old Trafford.
A knockout encounter against a Championship side appeared to be the perfect medicine but it was anything but as Derby eliminated Mourinho's men. 
Juan Mata put his side in the lead after just three minutes before Harry Wilson, who was on loan from United's rivals Liverpool, scored a delightful free-kick. 
United then went down to 10 men as Sergio Romero saw red for handling the ball outside the area before Jack Marriott put the Rams back in front. 
Marouane Fellaini came off the bench to force penalties which United lost after Phil Jones' tame spot-kick was saved by Scott Carson.   
UNITED: Romero, Dalot, Bailly, Jones, Young, Herrera (Fellaini 63), Matic, Mata (Grant 70), Lingard (Fred 63), Martial, Lukaku
DERBY: Carson, Bogle (Wisdom 86), Keogh, Tomori, Forsyth, Bryson, Johnson, Bennett (Jozefzoon 77), Mount, H Wilson, Nugent (Marriott 79)
Frank Lampard's Derby stunned Old Trafford by eliminating Manchester United on penalties
  8. Manchester United 1-2 Norwich, FA Cup fourth round - February 18, 1967 
United headed into this FA Cup tie owing Norwich one. The Canaries knocked United out of the FA Cup eight years earlier at Carrow Road when they were a third division side and the Red Devils were in no mood to entertain a repeat against their now second-tier opponents.
Norwich's team would have been forgiven for baulking at United's line-up, as Matt Busby started World Cup winners Bobby Charlton and Nobby Stiles alongside George Best and Denis Law. But history dictates that Norwich were anything but fearful, however, as Don Heath and a Tony Dunne own goal helped them to a 2-1 win at Old Trafford.
UNITED: Stepney, Dunne, Noble, Crerand, Sadler, Stiles, Ryan, Law, Charlton, Herd, Best.
NORWICH: Keelan, Stringer, Mullett,  Lucas, Brown, Allcock, Kenning, Heath, Bryceland, Bolland, Anderson.
George Best (pictured in 1971) played in United's shock 2-1 defeat by Norwich in 1967
  7. Bristol City 2-1 Manchester United - December 20, 2017
Lee Johnson's Robins have impressed this season, sitting third in the Championship, but they should have been no match for Mourinho's heavyweights.
A front three of Marcus Rashford, Zlatan Ibrahimovic and Anthony Martial is strong enough for a Premier League match and that's before you consider Romelu Lukaku being thrown on for Daley Blind after 61 minutes. Paul Pogba, who was the world's most expensive player at time, played the full 90 in midfield too.
Mourinho said City were lucky but all lower league sides facing a team of United's calibre need a touch of fortune. With a place in a semi-final and a trophy defence at stake, this defeat hurt Mourinho. 
Bristol City: Steele, Wright, Flint, Baker, Magnusson (Taylor 69), Brownhill (Eliasson 74), Pack, Smith, Bryan, Paterson, Reid. 
United: Romero, Lindelof, Rojo, Blind (Lukaku 61), Darmian, McTominay, Pogba, Shaw, Rashford, Ibrahimovic (Mkhitaryan 69), Martial.
Not even Zlatan Ibrahimovic could prevent United's humiliating defeat by the Robins
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  6. Manchester United 0-3 York, League Cup second round first leg - September 20, 1995 
David Beckham — wearing the No 8 shirt for United — started alongside Paul Scholes, Phil Neville, Denis Irwin and Gary Pallister at Old Trafford with United playing in the second round of the tournament.
Paul Barnes scored twice for York to inspire them to a famous victory and they held on — just — in the second leg. United won 3-1 the return match but crashed out 4-3 on aggregate.  
UNITED: Pilkington, Parker, Irwin, McGibbon, Pallister, P Neville (Cooke 46), Davies (Bruce 58), Beckham, Sharpe, McClair, Giggs.
YORK: Kiely, Hall, McMillan, Barras, Tutill, Murty, Williams, Jordan, Pepper, Barnes, Peverell. 
  5. Bournemouth 2-0 Manchester United - January 7, 1984
FA Cup holders United headed to Dean Court to face a Bournemouth side managed by a young Harry Redknapp in the third round of the competition.
England captain Bryan Robson started for United alongside Norman Whiteside and Ray Wilkins but it was Milton Graham and Ian Thompson who stole the headlines with the goals that eliminated Ron Atkinson's team.
'It's got to be the greatest day of my life, and I'm sure it's the greatest day of all the players' lives,' a jubilant Redknapp said after the final whistle. 
BOURNEMOUTH: Leigh, La Ronde, Sulley, Savage, Brown, Brignull, Train, Nightingale, Morgan, Graham, Thompson.
UNITED: Bailey, Hogg, Duxbury, Albiston, Moses, Muhren, Robson, WIlkins, Whiteside, Stapleton, Graham.
  4. Manchester United 0-1 Leeds, FA Cup third round - January 4, 2010
The United-Leeds rivalry is a formidable one but Sir Alex Ferguson's side would have been relishing what appeared a straightforward opportunity to get one over on the Yorkshire club when they met in the FA Cup third round in 2009-10.
Leeds were all the way down in League One, 42 places behind United when they took to the field at Old Trafford.
Wayne Rooney, Gary Neville, Dimitar Berbatov and Danny Welbeck were among the notable starters but United were sunk by a superb finish by Jermaine Beckford in the 19th minute.
Simon Grayson's men held on, despite Ferguson sending on Ryan Giggs, Michael Owen and Antonio Valencia to hunt for a goal to spare United's blushes. 
UNITED: Kuszczak, Neville, Brown, Evans, Fabio, Anderson (Owen, 69), Gibson, Berbatov, Rooney, Welbeck (Valencia, 57), Obertan (Giggs, 57).
LEEDS: Ankergren, Crowe, Kisnorbo, Naylor, Doyle, Kilkenny, Howson (Snodgrass, 77), Johnson, Hughes (White, 90), Beckford, Becchio (Michalik, 88). 
Jermaine Beckford scored a fine goal as Leeds defeated United in the FA Cup in 2010
  3. Southend 1-0 Manchester United, League Cup round four - November 7, 2006
Sir Alex Ferguson's defence of the League Cup crumbled at Roots Hall in 2006, with a 30-yard free-kick from Freddie Eastwood dumping United out of the competition a day after the Scot celebrated 20 years at Old Trafford.
But it wasn't just Eastwood who was the Southend hero. Goalkeeper Darryl Flahavan made two outstanding saves to keep out Cristiano Ronaldo as 11,500 home fans provided a ferocious atmosphere for their illustrious counterparts in a gripping tie.
At full-time, fans stormed the pitch in celebration leaving Rooney and Co to be escorted off by security. 
SOUTHEND: Flahavan, Hunt (Francis 14), Prior, Sodje, Hammell, Campbell-Ryce, Clarke, Maher, Gower, Eastwood, Hooper (Lawson 67).
UNITED: Kuszczak, O'Shea (Lee 75), Brown, Silvestre, Heinze, Ronaldo, David Jones (Shawcross 90), Fletcher, Richardson, Smith (Evra 60), Rooney.
Freddie Eastwood's free-kick gave Southend a famous 1-0 victory over United in 2006
Wayne Rooney had to be escorted off the pitch as the final whistle was blown on the match
  2. MK Dons 4-0 Manchester United, League Cup second round - August 26, 2014
Louis van Gaal's side bounced into Milton Keynes with optimism and excitement on the day they signed Angel di Maria from Real Madrid for £59.7m. They were soon sent crashing back down to earth.
United, with David de Gea in goal and Shinji Kagawa, Javier Hernandez and Danny Welbeck in the starting line-up, were emphatically beaten 4-0 by their League One opponents. 
Will Grigg — later made famous by his version of the song Freed from Desire by Gala — and Arsenal loanee Benik Afobe both scored twice to heap the misery onto United. They also had an impressive young midfielder called Dele Alli in their line-up.
The result left Van Gaal stunned. United were playing in the second round of the tournament due to their seventh-place finish in the disastrous season of David Moyes' management. 
He had taken over that summer tasked with returning United to the trophy-laden days under Ferguson. His tenure didn't quite work out that way, but the problems at the club ran beyond the job he did.
MK DONS: Martin, Baldock, Lewington, Potter, Kay, McFadzean, Carruthers (Green, 61), Alli, Grigg (Afobe, 68), Reeves, Bowditch (Powell, 56).
UNITED: De Gea, Vermijl, James, Oliveira, Evans, Keane, Janko (Pereira, 45), Kagawa (Januzaj, 20), Hernandez, Welbeck, Powell (Wilson, 57).
David de Gea had one of his most miserable days in a United shirt in the 4-0 loss at MK Dons
Dele Alli and Arsenal loanee Benik Afobe were among those who impressed for MK Dons
  1. Manchester United 0-1 Southampton, FA Cup final - May 1, 1976
This was billed as a one-sided final, with Tommy Docherty's United heading south to Wembley to play second division Southampton, managed by Lawrie McMenemy.
Southampton's preparations had a tumultuous start as their bus hit a spectator on the way to iconic stadium but the team were assured the victim was fine and had actually tripped on a curb, into the bus.
Once the game got underway, Southampton had goalkeeper Iain Turner to thank for keeping the match goalless. Bobby Stokes then snatched victory with a composed finish in the 83rd minute.
'It is the only major thing Southampton have ever won, and it was totally unexpected,' McMenamy told BBC Sport in 2009. 
'The game was heading for a draw. But everybody down here knows the move; Goalkeeper, long ball, out to the wing, ball knocked into Jimmy McCalliog - who didn't look before knocking an early ball through to Bobby Stokes.
'Martin Buchan always reckons Bobby was offside but it was proved that he wasn't, and Bobby put the ball across Alex Stepney and into the far corner of the net.' 
UNITED: Stepney, Forsyth, Houston, Daly, Greenhoff, Buchan, Coppell, McIlroy, Pearson, Macari, Hill (McCreery). 
SOUTHAMPTON: Turner, Rodrigues, Peach, Holmes, Blyth, Steele, Gilchrist, Channon, Osgood, McCalliog, Stokes.
Southampton's Peter Rodrigues hoists the cup aloft as United boss Tommy Docherty looks on
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