1999-2000 FA Cup
Üçüncü tur

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| 13 Aralık 1999 | Arsenal | 3 - 1 | Blackpool | Highbury, Londra |
|  | Grimandi  23' Adams  65' Overmars  89' |  | Clarkson  38' | Stadyum: Highbury, Londra  Seyirci: 34.143 Hakem: Uriah Rennie  |
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| 11 Aralık 1999 | Aston Villa | 2 - 1 | Darlington | Villa Park, Birmingham |
|  | Carbone  43' Dublin  63' |  | Heckingbottom  71' | Stadyum: Villa Park, Birmingham  Seyirci: 22.101 Hakem: P R Richards  |
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| 21 Aralık 1999 | Bolton Wanderers | 1 - 0 | Cardiff City | Reebok Stadyumu, Bolton |
|  | Gudjohnsen  29' |  |  | Stadyum: Reebok Stadyumu, Bolton  Seyirci: 5.734 Hakem: G Laws  |
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| 10 Aralık 1999 | Cambridge United | 2 - 0 | Crystal Palace | Abbey Stadyumu, Cambridge |
|  | Benjamin  74' Wanless  81' |  | Mullins  84' | Stadyum: Abbey Stadyumu, Cambridge  Seyirci: 5.631 Hakem: P Taylor  |
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| 11 Aralık 1999 | Charlton Athletic | 2 - 1 | Swindon Town | The Valley, Londra |
|  | Kinsella  48', 61' |  | Gooden  64' | Stadyum: The Valley, Londra  Seyirci: 10.939 Hakem: A N Butler  |
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| 12 Aralık 1999 | Chester City | 1 - 4 | Manchester City | Saunders Honda Stadyumu, Chester |
|  | Richardson  27' |  | Goater  19', 90' Bishop  78' Doughty  90' (kk) | Stadyum: Saunders Honda Stadyumu, Chester  Seyirci: 5.469 Hakem: T Heilbron  |
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| 11 Aralık 1999 | Crewe Alexandra | 1 - 2 | Bradford City | Alexandra Stadyumu, Crewe |
|  | Little  75' |  | Blake  53' Saunders  83' | Stadyum: Alexandra Stadyumu, Crewe  Seyirci: 6.571 Hakem: Alan Wilkie  |
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| 11 Aralık 1999 | Derby County | 0 - 1 | Burnley | Pride Park, Derby |
|  |  |  | Cooke  62' | Stadyum: Pride Park, Derby  Seyirci: 23.400 Hakem: Mike Riley  |
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| 11 Aralık 1999 | Exeter City | 0 - 0 | Everton | St James Park, Exeter |
|  |  |  |  | Stadyum: St James Park, Exeter  Seyirci: 6.045 Hakem: Steve Bennett  |
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| 21 Aralık 1999 | Everton | 1 - 0 | Exeter City | Goodison Park, Liverpool |
|  | Barmby  85' |  |  | Stadyum: Goodison Park, Liverpool  Seyirci: 16.869 Hakem: Steve Bennett  |
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| 11 Aralık 1999 | Fulham | 2 - 2 | Luton Town | Craven Cottage, Londra |
|  | Horsfield  11' Davis  14' |  | George  6' Spring  82' | Stadyum: Craven Cottage, Londra  Seyirci: 8.251 Hakem: G B Frankland  |
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| 21 Aralık 1999 | Luton Town | 0 - 3 | Fulham | Kenilworth Road, Luton |
|  |  |  | Hayles  57', 60' Hayward  63' | Stadyum: Kenilworth Road, Luton  Seyirci: 8.170 Hakem: G B Frankland  |
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| 11 Aralık 1999 | Hereford United | 0 - 0 | Leicester City | Edgar Street, Hereford |
|  |  |  |  | Stadyum: Edgar Street, Hereford  Seyirci: 7.795 Hakem: Mike Dean  |
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| 22 Aralık 1999 | Leicester City | 2 - 1 (uz.) | Hereford United | Filbert Street, Leicester |
|  | Elliott  78' Izzet  104' |  | Fewings  40' | Stadyum: Filbert Street, Leicester  Seyirci: 12.157 Hakem: Mike Dean  |
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| 12 Aralık 1999 | Huddersfield Town | 0 - 2 | Liverpool | Galpharm Stadyumu, Huddersfield |
|  |  |  | Camara  36' Matteo  59' | Stadyum: Galpharm Stadyumu, Huddersfield  Seyirci: 23.678 Hakem: Rob Harris  |
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| 11 Aralık 1999 | Hull City | 1 - 6 | Chelsea | Boothferry Park, Hull |
|  | Brown  38' |  | Poyet  8', 49', 58' Sutton  39' Di Matteo  47' Edwards  90' (kk) | Stadyum: Boothferry Park, Hull  Seyirci: 10.279 Hakem: P Jones  |
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| 13 Aralık 1999 | Ipswich Town | 0 - 1 | Southampton | Portman Road, Ipswich |
|  |  |  | Richards  40' | Stadyum: Portman Road, Ipswich  Seyirci: 14.383 Hakem: Graham Barber  |
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| 12 Aralık 1999 | Leeds United | 2 - 0 | Port Vale | Elland Road, Leeds |
|  | Bakke  61', 68' |  |  | Stadyum: Elland Road, Leeds  Seyirci: 11.912 Hakem: Steve Dunn  |
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| 11 Aralık 1999 | Norwich City | 1 - 3 | Coventry City | Carrow Road, Norwich |
|  | Llewellyn  66' |  | Whelan  58' Roussel  76' Eustace  84' | Stadyum: Carrow Road, Norwich  Seyirci: 15.702 Hakem: Paul Alcock  |
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| 10 Aralık 1999 | Nottingham Forest | 1 - 1 | Oxford United | City Ground, Nottingham |
|  | Llewellyn  66' |  | Whelan  58' | Stadyum: City Ground, Nottingham  Seyirci: 8.079 Hakem: Andy D'Urso  |
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| 8 Ocak 2000 | Oxford United | 1 - 3 | Nottingham Forest | Manor Ground, Oxford |
|  | Powell  72' Lundin  |  | Bart-Williams  81', 83' (pen.) Rogers  89' | Stadyum: Manor Ground, Oxford  Seyirci: 7.191 Hakem: Andy D'Urso  |
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| 11 Aralık 1999 | Preston North End | 2 - 1 | Oldham Athletic | Deepdale, Preston |
|  | Macken  6' Alexander  69' (pen.) |  | Adams 85' Hotte  69' | Stadyum: Deepdale, Preston  Seyirci: 9.940 Hakem: Paul Danson  |
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| 11 Aralık 1999 | Queens Park Rangers | 1 - 1 | Torquay United | Loftus Road, Londra |
|  | Wardley  9' |  | O'Brien 82' | Stadyum: Loftus Road, Londra  Seyirci: 8.843 Hakem: K A Leach  |
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| 21 Aralık 1999 | Torquay United | 2 - 3 | Queens Park Rangers | Plainmoor, Torquay |
|  | Bedeau  52' Thomas 80' |  | Wardley 56', 74' Kiwomya 71' | Stadyum: Plainmoor, Torquay  Seyirci: 5.232 Hakem: K A Leach  |
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| 11 Aralık 1999 | Reading | 1 - 1 | Plymouth Argyle | Madejski Stadyumu, Reading |
|  | McIntyre  37' |  | Hargreaves 82' | Stadyum: Madejski Stadyumu, Reading  Seyirci: 8.536 Hakem: Alan Wiley  |
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| 21 Aralık 1999 | Plymouth Argyle | 1 - 0 | Reading | Home Park, Plymouth |
|  | Heathcote  88' |  | Smith 39' | Stadyum: Home Park, Plymouth  Seyirci: 8.965 Hakem: Alan Wiley  |
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| 12 Aralık 1999 | Sheffield United | 1 - 1 | Rushden & Diamonds | Bramall Lane, Sheffield |
|  | Bent  14' |  | Brady 45' | Stadyum: Bramall Lane, Sheffield  Seyirci: 10.104 Hakem: B Knight  |
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| 21 Aralık 1999 | Rushden & Diamonds | 1 - 1 (uz.) (5-6 p) | Sheffield United | Nene Park, Irthlingborough |
|  | Warburton  105' |  | Derry 103' | Stadyum: Nene Park, Irthlingborough  Seyirci: 6.010 Hakem: B Knight  |
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| 11 Aralık 1999 | Sheffield Wednesday | 1 - 0 | Bristol City | Hillsborough, Sheffield |
|  | Booth  24' Quinn  90' |  |  | Stadyum: Hillsborough, Sheffield  Seyirci: 11.644 Hakem: M Reed  |
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| 11 Aralık 1999 | Sunderland | 1 - 0 | Portsmouth | Işık Stadyumu, Sunderland |
|  | McCann  24' |  | Panopoulos  40' | Stadyum: Işık Stadyumu, Sunderland  Seyirci: 26.535 Hakem: Neale Barry  |
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| 12 Aralık 1999 | Tottenham Hotspur | 1 - 1 | Newcastle United | White Hart Lane, Londra |
|  | Iversen  57' |  | Speed  77' | Stadyum: White Hart Lane, Londra  Seyirci: 33.116 Hakem: Graham Poll  |
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| 22 Aralık 1999 | Newcastle United | 6 - 1 | Tottenham Hotspur | St James' Park, Newcastle |
|  | Speed  5' Dabizas  27' Ferguson  45' Dyer  73' Shearer  83' (pen.), 85' |  | Ginola  34' | Stadyum: St James' Park, Newcastle  Seyirci: 35.415 Hakem: Graham Poll  |
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| 11 Aralık 1999 | Tranmere Rovers | 1 - 0 | West Ham United | Prenton Park, Birkenhead |
|  | Henry  21' |  |  | Stadyum: Prenton Park, Birkenhead  Seyirci: 13.629 Hakem: Dermot Gallagher  |
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| 11 Aralık 1999 | Walsall | 1 - 1 | Gillingham | Bescot Stadyumu, Walsall |
|  | Robins  75' (pen.) |  | Southall  27' | Stadyum: Bescot Stadyumu, Walsall  Seyirci: 4.314 Hakem: Eddie Wolstenholme  |
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| 8 Ocak 2000 | Gillingham | 2 - 1 (uz.) | Walsall | Priestfield Stadyumu, Gillingham |
|  | Barras  38' (og) Thomson  100' |  | Lárusson  44' | Stadyum: Priestfield Stadyumu, Gillingham  Seyirci: 6.538 Hakem: Eddie Wolstenholme  |
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| 11 Aralık 1999 | Watford | 0 - 1 | Birmingham City | Vicarage Road, Watford |
|  |  |  | Rowett  66' | Stadyum: Vicarage Road, Watford  Seyirci: 8.144 Hakem: Paul Durkin  |
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| 11 Aralık 1999 | West Bromwich Albion | 2 - 2 | Blackburn Rovers | The Hawthorns, West Bromwich |
|  | Hughes  66' Evans  80' |  | Frandsen  65' Blake  70' | Stadyum: The Hawthorns, West Bromwich  Seyirci: 10.609 Hakem: Rob Styles  |
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| 22 Aralık 1999 | Blackburn Rovers | 2 - 0 (uz.) | West Bromwich Albion | Ewood Park, Blackburn |
|  | Duff  94' Carsley  114' (pen.) |  |  | Stadyum: Ewood Park, Blackburn  Seyirci: 11.766 Hakem: Rob Styles  |
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| 11 Aralık 1999 | Wigan Athletic | 0 - 1 | Wolverhampton Wanderers | JJB Stadyumu, Wigan |
|  |  |  | Robinson  90' | Stadyum: JJB Stadyumu, Wigan  Seyirci: 10.531 Hakem: C Wilkes  |
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| 11 Aralık 1999 | Wimbledon | 1 - 0 | Barnsley | Selhurst Park, Londra |
|  | Cort  34' |  |  | Stadyum: Selhurst Park, Londra  Seyirci: 4.505 Hakem: Mark Halsey  |
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| 11 Aralık 1999 | Wrexham | 2 - 1 | Middlesbrough | Racecourse Ground, Wrexham |
|  | Gibson  50' Ferguson  68' |  | Deane  42' | Stadyum: Racecourse Ground, Wrexham  Seyirci: 11.755 Hakem: Stephen Lodge  |