Kildeløs: Denne artikkelen mangler kildehenvisninger, og opplysningene i den kan dermed være vanskelige å verifisere. Kildeløst materiale kan bli fjernet. Helt uten kilder. (10. okt. 2015)

Den engelske ligacupen 2009–2010, også kalt Carling Cup etter dens sponsor, er den 50. engelske ligacupen. Det deltar 92 fotballag fra Englands fire øverste divisjoner.

Trekningen for første runde fant sted den 16. juni 2009. 72 lag deltok i første runde, som var delt opp i en nordlig og en sørlig avdeling.

10. august 2009
	Darlington	0–1 (0–0)	Leeds United	The Darlington Arena Tilskuere: 4 487 Dommer: Neil Swarbrick
	Jamie Chandler  90+5'		Enoch Showunmi 54'

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11. august 2009
	Accrington Stanley	2–1 (0–1)	Walsall	Frazer Eagle Stadium Tilskuere: 1 041 Dommer: Nigel Miller
	Robert Grant 53' Paul Mullin 90+1'		Alex Nichols 9' Rhys Weston  23' 35'

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11. august 2009
	Bury	0–2 (0–2)	West Bromwich Albion	Gigg Lane Tilskuere: 3 077 Dommer: Rob Shoebridge
	Stephen Dawson  81'		Graham Dorrans 5' Mike Jones 25' (selvmål) Reuben Reid  61'

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11. august 2009
	Carlisle United	1–0 (0–0)	Oldham Athletic	Brunton Park Stadium Tilskuere: 2 509 Dommer: Eddie Ilderton
	Graham Kavanagh  59'Scott Dobie 89'		Reuben Hazell  75'

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11. august 2009
	Crewe Alexandra	1–2 (0–0)	Blackpool	Alexandra Stadium Tilskuere: 2 991 Dommer: Phil Gibbs
	Patrick Ada  57'Calvin Zola Makongo 73'		Charlie Adam 52' Gary Taylor-Fletcher  56'Daniel Nardiello 79'

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11. august 2009
	Huddersfield Town	3–1 (1–0)	Stockport County	Galpharm Stadium Tilskuere: 5 120 Dommer: Graham Salisbury
	Jordan Rhodes 45' 48' Theo Robinson 74'		David Poole 88'

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11. august 2009
	Lincoln City	0–1 (0–0)	Barnsley	Sincil Bank Tilskuere: 3 635 Dommer: Andy Haines
			Stephen Foster  59'Daniel Bogdanovic 72'

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11. august 2009
	Notts County	0–1 (0–0)	Doncaster Rovers	Meadow Lane Tilskuere: 4 893 Dommer: Karl Evans
	Mike Edwards  85'		James Coppinger 54'

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11. august 2009
	Preston North End	5–1 (2–0)	Morecambe	Deepdale Tilskuere: 5 407 Dommer: Craig Pawson
	Chris Brown 33' Stephen Elliott 45+2' Barry Nicholson 57' Neal Trotman 69' Neil Mellor 90+2'		Darren Moss  43'Michael Twiss 90+4'

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11. august 2009
	Rotherham United	2–1 (1–1)	Derby County	Don Valley Stadium Tilskuere: 4 345 Dommer: Dave Webb
	Paul Warne 44' Kevin Ellison 65'		Gary Teale 11' Paul Connolly  43'

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11. august 2009
	Scunthorpe United	2–1 (1–0)	Chesterfield	Glanford Park Tilskuere: 2 501 Dommer: Dean Whitestone
	Matt Sparrow 12' Paul Hayes 54'		Darren Currie 72'

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11. august 2009
	Sheffield United	1–2 (1–1)	Port Vale	Bramall Lane Tilskuere: 7 627 Dommer: Keith Hill
	Billy Sharp 33'		Marc Richards 20' 61' Sam Stockley  66'Tommy Fraser  90+2'

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11. august 2009
	Sheffield Wednesday	3–0 (2–0)	Rochdale	Hillsborough Stadium Tilskuere: 6 696 Dommer: Chris Sarginson
	Etiënne Esajas 19' Jermaine Johnson 21' 50'		Jason Kennedy  90+4'

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11. august 2009
	Tranmere Rovers	4–0 (3–0)	Grimsby Town	Prenton Park Tilskuere: 3 527 Dommer: Anthony Taylor
	Paul McLaren 32' Ian Thomas-Moore 37' Craig Curran 40' Gareth Edds 71'		Jean-Louis Akpa Akpro  82'

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12. august 2009
	Coventry City	0–1 (0–0) (e.e.o)	Hartlepool United	Ricoh Arena Tilskuere: 6 055 Dommer: Mark Haywood
	Stephen Wright  21'		Andy Monkhouse  72'Adam Boyd 105+1'

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12. august 2009
	Macclesfield Town	0–2 (0–0)	Leicester City	Moss Rose Tilskuere: 2 179 Dommer: Andy Hall
	Shaun Brisley  2'Ross Draper  49'		Dany N'Guessan 58' Matty Fryatt 71' Chris Powell  73'

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12. august 2009
	Nottingham Forest	3–0 (0–0)	Bradford City	City Ground Tilskuere: 4 639 Dommer: Oliver Langford
	Paul Anderson 46' Dexter Blackstock 60' Lewis McGugan 82' Joe Garner  90+2'		Steve Williams  25'Lee Bullock  35'

11. august 2009
	Barnet	0–2 (0–0) (e.e.o)	Watford	Underhill Stadium Tilskuere: 3 139 Dommer: Steve Cook
	Paul Furlong  40'Ryan O'Neill  43'		Lee Hodson  60'Mike Williamson 105' Scott Severin 120+3'

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11. august 2009
	Brentford	0–1 (0–0)	Bristol City	Griffin Park Tilskuere: 3 024 Dommer: Phil Crossley
			Danny Haynes  44' 53' Nicky Maynard 58' Cole Skuse  69'

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11. august 2009
	Bristol Rovers	2–1 (1–0)	Aldershot Town	Memorial Stadium Tilskuere: 3 644 Dommer: Danny McDermid
	Darryl Duffy 37' 58' David Pipe  59'Chris Lines 90+1'		Adam Hinshelwood  57'Marvin Morgan 60' John Halls  75'Marvin Morgan  89'

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11. august 2009
	Cardiff City	3–1 (2–0)	Dagenham & Redbridge	Cardiff City Stadium Tilskuere: 5 545 Dommer: Andy Penn
	Gavin Rae 20' Jay Bothroyd 26' Peter Whittingham 90+1'		Josh Scott 81'

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11. august 2009
	Cheltenham Town	1–2 (1–0)	Southend United	Whaddon Road Stadium Tilskuere: 1 918 Dommer: Graham Horwood
	Elvis Hammond 45+1'		Simon Francis  21'Anthony Grant  40'Lee Barnard 77' 80'

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11. august 2009
	Colchester United	1–2 (0–1)	Leyton Orient	Colchester Community Stadium Tilskuere: 3 308 Dommer: Darren Deadman
	Simon Hackney 90+4' Clive Platt  90+4'		Adrian Pătulea 2' Tamika Mkandawire  61'John Melligan 63' Glenn Morris  67'Jimmy Smith  86'

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11. august 2009
	Crystal Palace	2–1 (0–0)	Torquay United	Selhurst Park Tilskuere: 3 140 Dommer: David Phillips
	Darren Ambrose 65', 78' José Fonte  84'		Chris Robertson  45'Tim Sills 74' Chris Todd  87'

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11. august 2009
	Exeter City	0–5 (0–0)	Queens Park Rangers	St. James Park Tilskuere: 4 614 Dommer: Steve Bratt
	Scott Golbourne  65'		Hogan Ephraim  48'Wayne Routledge 53' 61' 66' Alessandro Pellicori 85' Hogan Ephraim 89'

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11. august 2009
	Gillingham	2–1 (2–0)	Plymouth Argyle	Priestfield Stadium Tilskuere: 3 306 Dommer: Jarnail Singh
	Simeon Jackson 42' Andy Barcham 45' Garry Richards  60'		Luke Summerfield 49' Jamie Mackie  62'Gary Sawyer  67'Marcel Seip  71'Rory Fallon  90+2'

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11. august 2009
	Hereford United	1–0 (0–0) (e.e.o)	Charlton Athletic	Edgar Street Tilskuere: 2 017 Dommer: Anthony Bates
	Jonny Godsmark 98'		Izale McLeod  32'Alex Stravrinou  80'

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11. august 2009
	Millwall	4–0 (2–0)	Bournemouth	The New Den Tilskuere: 3 552 Dommer: Grant Hegley
	Gary Alexander 31' Neil Harris 40' 69' 74'

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11. august 2009
	Milton Keynes Dons	1–4 (0–1)	Swindon Town	Denbigh Stadium Tilskuere: 4 812 Dommer: Russell Booth
	Jermaine Easter 53'		Jon-Paul McGovern 41' Billy Paynter 61' 72' David McCracken 74 selvmål'

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11. august 2009
	Reading	5–1 (4–0)	Burton Albion	Madejski Stadium Tilskuere: 5 893 Dommer: Gavin Ward
	Dave Mooney 6' 77' Nicholas Bignall 7' 9' Gylfi Sigurðsson 27'		Jimmy Phillips 59' Michael Simpson  65'

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11. august 2009
	Shrewsbury Town	3–3 (2–2) (e.e.o)	Ipswich Town	New Meadow Tilskuere: 4 184 Dommer: Mick Russell
	Jake Robinson 18' David Hibbert 24' Graham Coughlan  32'Shane Cansdell-Sherriff 74'	2-4 på straffespark	Connor Wickham 11' 59' Alan Quinn 32'

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11. august 2009
	Southampton	2–0 (1–0)	Northampton Town	St. Mary's Stadium Tilskuere: 10 921 Dommer: Simon Hooper
	Rickie Lambert 29' Adam Lallana 68'

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11. august 2009
	Swansea City	3–0 (1–0)	Brighton & Hove Albion	Liberty Stadium Tilskuere: 6 400 Dommer: Graham Scott
	Garry Monk 17' Stephen Dobbie 60' 90+3' Alan Tate  71'		Jake Wright  17'Adam Virgo  77'

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11. august 2009
	Wycombe Wanderers	0–4 (0–2)	Peterborough United	Adams Park Tilskuere: 2 078 Dommer: Trevor Kettle
			Aaron McLean 24' Tommy Rowe 33' George Boyd 59' Lee Frecklington 68'

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11. august 2009
	Yeovil Town	0–4 (0–0)	Norwich City	Huish Park Tilskuere: 3 860 Dommer: James Linington
	Danny Schofield  72'Nathan Jones  88'		Wes Hoolahan 55' Grant Holt 64' 82' 90+1'

Trekningen av andre runde fant sted 12. august 2009. 13 Premier League lag deltok i andre runde.

24. august 2009
	Norwich City	1–4 (0–3)	Sunderland	Carrow Road Tilskuere: 12 345 Dommer: Anthony Taylor
	Wes Hoolahan 63' Michael Spillane  83'		Teemu Tainio 26' Andy Reid 30' 36'  90+3'Owain Tudur Jones 67 selvmål'

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25. august 2009
	Gillingham	1–3 (0–1)	Blackburn Rovers	Priestfield Stadium Tilskuere: 7 203 Dommer: Kevin Friend
	Josh Gowling  31'Barry Fuller  53'Simeon Jackson 70'		David Dunn 5' Nikola Kalinić  38'Steven Reid  45'David Hoilett 47' Martin Olsson  61'Jason Brown  69'Morten Gamst Pedersen 74'

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25. august 2009
	Hartlepool United	1–2 (1–0) (e.e.o)	Burnley	Victoria Park Tilskuere: 3 501 Dommer: Jonathan Moss
	Antony Sweeney  23'Adam Boyd 39' Sam Collins  45'		Jay Rodriguez  14'Steven Fletcher 84' 108' Richard Eckersley  100'Brian Easton  120+2'

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25. august 2009
	Hull City	3–1 (2–1)	Southend United	Kingston Communications Stadium Tilskuere: 7 994 Dommer: Neil Swarbrick
	Tom Cairney 7' Nathan Doyle  31'Jozy Altidore 42' Will Atkinson  48'Geovanni 75'		Jean-François Christophe  37'Franck Moussa 45' Lee Sawyer  90+1'

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25. august 2009
	Leeds United	2–1 (1–0) (e.e.o)	Watford	Elland Road Tilskuere: 14 681 Dommer: Andy Hall
	Robert Snodgrass 38' 98'  107'Patrick Kisnorbo  100'		John Eustace  65'Lloyd Doyley  69'Marvin Sordell 87'

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25. august 2009
	Nottingham Forest	2–1 (0–1) (e.e.o)	Middlesbrough	City Ground Tilskuere: 8 838 Dommer: Kevin Wright
	Luke Chambers 60' Chris Gunter  74'Radosław Majewski 103'		Adam Johnson 43'

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25. august 2009
	Peterborough United	2–1 (1–1)	Ipswich Town	London Road Stadium Tilskuere: 5 451 Dommer: Rob Shoebridge
	Lee Frecklington 32' Tommy Rowe  49'George Boyd 64' Shaun Batt  69'		Pim Balkestein  7'Tamás Priskin 14' Alex Bruce  23'

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25. august 2009
	Portsmouth	4–1 (3–0)	Hereford United	Fratton Park Tilskuere: 6 645 Dommer: Andy D'Urso
	Frédéric Piquionne 20' John Utaka 23' Niko Kranjčar 43' Richard Hughes 56' Asmir Begovic  60'Younes Kaboul  77'		Tristan Plummer 62'

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25. august 2009
	Port Vale	2–0 (0–0)	Sheffield Wednesday	Vale Park Tilskuere: 6 667 Dommer: Graham Salisbury
	Rob Taylor 63' 65' Anthony Griffith  90+2'		Francis Jeffers  37'

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25. august 2009
	Preston North End	2–1 (1–1)	Leicester City	Deepdale Tilskuere: 6 977 Dommer: Carl Boyeson
	Chris Brown 14' 65'		Nicky Adams 6'

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25. august 2009
	Queens Park Rangers	2–1 (0–0)	Accrington Stanley	Loftus Road Tilskuere: 5 203 Dommer: Craig Pawson
	Peter Ramage  28'Hogan Ephraim 68' Wayne Routledge 90+1'		Jimmy Ryan  38'Michael Symes 90+4'

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25. august 2009
	Reading	1–2 (0–0)	Barnsley	Madejski Stadium Tilskuere: 5 576 Dommer: Graham Horwood
	Robert Kozluk 90 selvmål' Alex Pearce  90+3'		Daniel Bogdanovic 56' 90+5'  83'Mounir El Haimour  65'Stephen Foster  80'

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25. august 2009
	Southampton	1–2 (0–0)	Birmingham City	St. Mary's Stadium Tilskuere: 11 753 Dommer: Phil Crossley
	Adam Lallana 51' Chris Perry  55'		Giovanny Espinoza  68'Lee Bowyer 77' Lee Carsley 80'

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25. august 2009
	Swansea City	1–2 (0–1) (e.e.o)	Scunthorpe United	Liberty Stadium Tilskuere: 7 321 Dommer: James Linington
	Stephen Dobbie 79' Garry Monk  86'Nathan Dyer  104'Gorka Pintado  108' 116'Alan Tate  110'Àngel Rangel  117'		Niall Canavan 13' Jonathan Forte  15'Matt Sparrow  92'Gary Hooper 111'

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25. august 2009
	Tranmere Rovers	0–1 (0–1)	Bolton Wanderers	Prenton Park Tilskuere: 5 381 Dommer: Nigel Miller
	Aaron Cresswell  55'		Kevin Davies 41'

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25. august 2009
	West Ham United	3–1 (0–1) (e.e.o)	Millwall	Boleyn Ground Tilskuere: 24 492 Dommer: Paul Taylor
	Daniel Gabbidon  16'Scott Parker  69'Carlton Cole  83'Junior Stanislas 87' 98' Zavon Hines 100' James Collins  115'		Andrew Frampton  6'Neil Harris 26' Marc Laird  40'Scott Barron  104'

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25. august 2009
	Wolverhampton Wanderers	0–0 (0–0) (e.e.o)	Swindon Town	Molineux Stadium Tilskuere: 11 416 Dommer: Keith Hill
	Ronald Zubar  108'Marcus Hahnemann  114'	6-5 på straffespark	Billy Paynter  82'Kevin Amankwaah  90+3'

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26. august 2009
	Blackpool	4–1 (3–0)	Wigan Athletic	Bloomfield Road Tilskuere: 8 089 Dommer: Michael Oliver
	Ishmel Demontagnac 3' Benjamin Burgess 19' Charles Adam 33' Gary Taylor-Fletcher 67'		Antonio Amaya  39' 90+4'

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26. august 2009
	Bristol City	0–2 (0–0)	Carlisle United	Ashton Gate Tilskuere: 6 359 Dommer: Andy Penn
			Scott Dobie 61' Gareth Madine 77'

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26. august 2009
	Cardiff City	3–1 (1–0)	Bristol Rovers	Cardiff City Stadium Tilskuere: 9 767 Dommer: Roger East
	Michael Chopra 33' 65'Peter Whittingham 66' Josh Magennis 86'		Steve Elliott 75'

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26. august 2009
	Doncaster Rovers	1–5 (0–3)	Tottenham Hotspur	Keepmoat Stadium Tilskuere: 12 923 Dommer: Russell Booth
	Martin Woods 61'		Tom Huddlestone 9' Jamie O'Hara 11' Peter Crouch 37' David Bentley 52' Roman Pavljutsjenko 69'

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26. august 2009
	Leyton Orient	0–1 (0–0) (e.e.o)	Stoke City	Brisbane Road Tilskuere: 2 742 Dommer: Mick Russell
	Benjamin Chorley  39'		Leon Cort  57'Louis Moult  90'Dave Kitson 94'

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26. august 2009
	Newcastle United	4–3 (1–2)	Huddersfield Town	St James' Park Tilskuere: 23 815 Dommer: Anthony Bates
	Danny Guthrie 36' Tim Krul  38'Geremi Njitap 48' Shola Ameobi 64' Kevin Nolan 84'		Theo Robinson 37' 39' Anthony Pilkington  44'Jordan Rhodes 47' Andy Butler  63'Joseph Skarz  76'James Berrett  83'

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26. august 2009
	West Bromwich Albion	4–3 (1–1) (e.e.o)	Rotherham United	The Hawthorns Tilskuere: 10 659 Dommer: Grant Hegley
	Craig Beattie 10' 101' Graham Dorrans 51' Simon Cox 116'		Michael Cummins 29' Tom Pope 52' 98' Marc Joseph  112'

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27. august 2009
	Crystal Palace	0–2 (0–0)	Manchester City	Selhurst Park Tilskuere: 14 725 Dommer: Darren Deadman
			Micah Richards  10'Shaun Wright-Phillips 50' Carlos Tévez 71'

Trekningen av tredje runde fant sted den 29. august 2009. De resterende syv Premier League-lagene deltok i tredje runde.

22. september 2009
	Arsenal	2–0 (0–0)	West Bromwich Albion	Emirates Stadium Tilskuere: 56 592 Dommer: Lee Mason
	Philippe Senderos  32'Aaron Ramsey  57'Sanchez Watt 68' Carlos Vela 76'		Jerome Thomas  37'Simon Cox  38'

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22. september 2009
	Barnsley	3–2 (2–1)	Burnley	Oakwell Stadium Tilskuere: 6 270 Dommer: Mark Clattenburg
	Jon Macken 22' Anderson Silva de França 45+7' Stephen Foster  61'Hugo Roberto Colace 75'		Steven Fletcher 21' Richard Eckersley  29'Chris Eagles 52' Michael Duff  76'

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22. september 2009
	Bolton Wanderers	3–1 (0–0) (e.e.o)	West Ham United	Reebok Stadium Tilskuere: 8 050 Dommer: Howard Webb
	Mark Davies 86' Gary Cahill 96' Johan Elmander 119'		Hérita Ilunga 59' Scott Parker  94'

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22. september 2009
	Carlisle United	1–3 (1–2)	Portsmouth	Brunton Park Stadium Tilskuere: 7 042 Dommer: Neil Swarbrick
	Ian Harte 3'		Aruna Dindane 26' Danny Webber 33' Anthony Vanden Borre 63'

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22. september 2009
	Leeds United	0–1 (0–0)	Liverpool	Elland Road Tilskuere: 38 168 Dommer: Alan Wiley
	Jason Crowe  43'		Sotirios Kyrgiakos  41'David N'Gog 66'

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22. september 2009
	Nottingham Forest	0–1 (0–1)	Blackburn Rovers	City Ground Tilskuere: 11 553 Dommer: Michael Oliver
			Míchel Salgado  16'Benni McCarthy 37'

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22. september 2009
	Peterborough United	2–0 (2–0)	Newcastle United	London Road Stadium Tilskuere: 10 298 Dommer: Keith Stroud
	Craig Mackail-Smith 20' Tom Williams 31' Toumani Diagouraga  38'George Boyd  74'		Tim Krul  34'Danny Guthrie  35' 55'Steven Taylor  41'Ryan Taylor  68'

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22. september 2009
	Scunthorpe United	2–0 (0–0) (e.e.o)	Port Vale	Glanford Park Tilskuere: 3 383 Dommer: Steve Tanner
	Paul Hayes 92' Grant McCann 95'		Tommy Fraser  10'Sam Stockley  41'Anthony Griffith  52'Lewis Haldane  65'Gareth Owen  115'

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22. september 2009
	Stoke City	4–3 (0–1)	Blackpool	Britannia Stadium Tilskuere: 13 957 Dommer: Lee Probert
	Danny Higginbotham 75' Andy Griffin  77'Matthew Etherington 78' Ricardo Fuller 80' Andy Griffin 90+6'		David Vaughan 40' Billy Clarke 47' Charlie Adam  58'Ben Burgess 81'

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22. september 2009
	Sunderland	2–0 (2–0)	Birmingham City	Stadium of Light Tilskuere: 20 576 Dommer: Mike Dean
	Jordan Henderson 4' Fraizer Campbell 23' Kieran Richardson  79'		Giovanny Espinoza  65'Dan Preston  90+3'

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23. september 2009
	Aston Villa	1–0 (1–0)	Cardiff City	Villa Park Tilskuere: 22 527 Dommer: Anthony Taylor
	Gabriel Agbonlahor 3' Fabian Delph  61'Habib Beye  77'		Gábor Gyepes  58'

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23. september 2009
	Chelsea	1–0 (0–0)	Queens Park Rangers	Stamford Bridge Tilskuere: 37 781 Dommer: Mike Jones
	Salomon Kalou 52'

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23. september 2009
	Hull City	0–4 (0–3)	Everton	KC Stadium Tilskuere: 13 558 Dommer: Steve Bennett
	Kamil Zayatte  44'Kevin Kilbane  78'Tom Cairney  86'		Aiyegbeni Yakubu 11' João Alves de Assis Silva 20' Dan Gosling 24' Leon Osman 57'

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23. september 2009
	Manchester City	2–1 (0–1) (e.e.o)	Fulham	City of Manchester Stadium Tilskuere: 24 507 Dommer: Stuart Attwell
	Gareth Barry 52' Kolo Touré 111'		Zoltán Gera 34' Kagisho Dikgacoi  90+1'Stephen Kelly  94'

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23. september 2009
	Manchester United	1–0 (0–0)	Wolverhampton Wanderers	Old Trafford Tilskuere: 51 160 Dommer: Peter Walton
	Fábio da Silva  30'Danny Welbeck 66'

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23. september 2009
	Preston North End	1–5 (0–2)	Tottenham Hotspur	Deepdale Tilskuere: 16 533 Dommer: Phil Dowd
	Eddie Nolan  23'Chris Brown 83'		Peter Crouch 14' 77' 90+2' Jermain Defoe 37' Alan Hutton  56'Robbie Keane 87'

Trekningen av fjerde runde fant sted den 26. september 2009.

27. oktober 2009
	Barnsley	0–2 (0–1)	Manchester United	Oakwell Stadium Tilskuere: 20 019 Dommer: Chris Foy
	Anderson Silva de França  38'Hugo Roberto Colace  40'Daniel Bogdanovic  73'		Danny Welbeck 6' Michael Owen 59' Gary Neville  63'Fábio da Silva  83'Zoran Tošić  89'

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27. oktober 2009
	Blackburn Rovers	5–2 (2–1)	Peterborough United	Ewood Park Tilskuere: 8 419 Dommer: Anthony Taylor
	Morten Gamst Pedersen 4' Gaël Givet  27' Steven Reid 45' Míchel Salgado 57' Benni McCarthy 72' Nikola Kalinić 74'		Chris Whelpdale 17'Joe Lewis  43'George Boyd 50'

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27. oktober 2009
	Portsmouth	4–0 (1–0)	Stoke City	Fratton Park Tilskuere: 11 251 Dommer: Peter Walton
	Frédéric Piquionne 17' 59' Danny Webber 55' Nwankwo Kanu 81' Marc Wilson  84'		Michael Tonge  63'Andy Griffin  89'

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27. oktober 2009
	Sunderland	0–0 (0–0) (e.e.o)	Aston Villa	Stadium of Light Tilskuere: 27 666 Dommer: Phil Dowd
	Jordan Henderson  71'Anton Ferdinand  82'	1-3 på straffespark	Stephen Warnock  15'Stilijan Petrov  45'James Collins  84'

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27. oktober 2009
	Tottenham Hotspur	2–0 (1–0)	Everton	White Hart Lane Tilskuere: 35 843 Dommer: Lee Mason
	Tom Huddlestone 31' Robbie Keane 57'		Tony Hibbert  34'Johnny Heitinga  36'Tim Cahill  76'

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28. oktober 2009
	Arsenal	2–1 (1–1)	Liverpool	Emirates Stadium Tilskuere: 60 004 Dommer: Alan Wiley
	Fran Merida 19' Nicklas Bendtner 50'		Emiliano Insúa 26'

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28. oktober 2009
	Chelsea	4–0 (2–0)	Bolton Wanderers	Stamford Bridge Tilskuere: 41 538 Dommer: Andre Marriner
	Salomon Kalou 15' Florent Malouda 26' Deco 67' Didier Drogba 89'

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28. oktober 2009
	Manchester City	5–1 (2–1)	Scunthorpe United	City of Manchester Stadium Tilskuere: 36 358 Dommer: Michael Oliver
	Stephen Ireland 3' Roque Santa Cruz 38' Joleon Lescott 56' Carlos Tévez 71' Michael Johnson 77'Nigel de Jong  79'Pablo Zabaleta  84'		Jonathan Forte 26'

Trekningen av femte runde fant sted den 31. oktober 2009.

1. desember 2009
	Manchester United	2–0 (2–0)	Tottenham Hotspur	Old Trafford Tilskuere: 57 212 Dommer: Mark Clattenburg
	Darron Gibson 16' 38' 83'Ritchie De Laet  78'		Alan Hutton  80'

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1. desember 2009
	Portsmouth	2–4 (1–2)	Aston Villa	Fratton Park Tilskuere: 18 136 Dommer: Lee Mason
	Stiliyan Petrov 10' (selvmål) Michael Brown  53'Anthony Vanden Borre  55'Younes Kaboul  82' 87'		Emile Heskey 12' James Milner 27' 59'Stewart Downing 74' Gabriel Agbonlahor  87'Ashley Young 89'

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2. desember 2009
	Blackburn Rovers	3–3 (1–0) (e.e.o)	Chelsea	Ewood Park Tilskuere: 17 034 Dommer: Alan Wiley
	Nikola Kalinić 9' Brett Emerton 64' Benni McCarthy 93' Vince Grella  107'	4–3 etter straffer	Didier Drogba 48' Salomon Kalou 52' Jeffrey Bruma  101'Paulo Ferreira 120+2'

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2. desember 2009
	Manchester City	3–0 (0–0)	Arsenal	City of Manchester Stadium Tilskuere: 46 015 Dommer: Chris Foy
	Carlos Tévez 50' Shaun Wright-Phillips 69' Vincent Kompany  82'Craig Bellamy  83'Vladimír Weiss 89'		Armand Traoré  38'Craig Eastmond  39'Mikael Silvestre  58'Jack Wilshere  77'Alexandre Song  79'Aaron Ramsey  82'

Trekningen av semifinalene fant sted den 2. desember 2009. Semifinalene spilles i to runder.

14. januar 2010
	Blackburn Rovers	0–1 (0–1)	Aston Villa	Ewood Park Tilskuere: 18 595 Dommer: Mark Clattenburg
	Benni McCarthy  90'		James Milner 23' Gabriel Agbonlahor  39'

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19. januar 2010
	Manchester City	2–1 (1–1)	Manchester United	City of Manchester Stadium Tilskuere: 46 067 Dommer: Mike Dean
	Carlos Tévez 45' 65' Nigel de Jong  82'		Ryan Giggs 17' Rafael da Silva  41'Edwin van der Sar  42'

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20. januar 2010
	Aston Villa	6–4 (2–2)	Blackburn Rovers	Villa Park Tilskuere: 40 406 Dommer: Martin Atkinson
	James Milner  28' 40' Stephen Warnock 30' Steven N'Zonzi 53' Gabriel Agbonlahor 58' Emile Heskey  61' 62' Ashley Young 90+3'		Nikola Kalinić 10' 26' Gaël Givet  36'Christopher Veijeany Samba  39'Martin Olsson 63' Brett Emerton 84'

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27. januar 2010
	Manchester United	3–1 (0–0)	Manchester City	Old Trafford Tilskuere: 74 576 Dommer: Howard Webb
	Paul Scholes 51' Michael Carrick 71' Wayne Rooney 91'		Carlos Tevez 76'

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Finalen ble spilt på Wembley Stadium i London den 28. februar 2010.

28. februar 2010
	Aston Villa	1–2 (1–1)	Manchester United	Wembley Stadium Tilskuere: 88 596 Dommer: Phil Dowd
	James Milner 5' (Straffe)		Michael Owen 12' Wayne Rooney 74'