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| I | Port Vale FC | - | Wimbledon FC | 1:2 | ||
| V | Wimbledon FC | - | Port Vale FC | 3:0 | ||
| I: 18.09.1989 | V: 04.10.1989 | Campeones: Wimbledon FC | ||||
| I | Arsenal | - | Plymouth Argyle | 2:0 | ||
| V | Plymouth Argyle | - | Arsenal | 1:6 | ||
| I: 19.09.1989 | V: 03.10.1989 | Campeones: Arsenal | ||||
| I | Barnsley FC | - | Blackpool FC | 1:1 | ||
| V | Blackpool FC | - | Barnsley FC | 5:4 pn. | ||
| I: 19.09.1989 | V: 03.10.1989 | Campeones: Blackpool FC | ||||
| I | Birmingham City | - | West Ham United | 1:2 | ||
| V | West Ham United | - | Birmingham City | 1:1 | ||
| I: 19.09.1989 | V: 04.10.1989 | Campeones: West Ham United | ||||
| I | Bolton Wanderers | - | Watford FC | 2:1 | ||
| V | Watford FC | - | Bolton Wanderers | 1:1 | ||
| I: 19.09.1989 | V: 03.10.1989 | Campeones: Bolton Wanderers | ||||
| I | Brentford FC | - | Manchester City | 2:1 | ||
| V | Manchester City | - | Brentford FC | 4:1 | ||
| I: 19.09.1989 | V: 04.10.1989 | Campeones: Manchester City | ||||
| I | Cambridge United | - | Derby County | 2:1 | ||
| V | Derby County | - | Cambridge United | 5:0 | ||
| I: 19.09.1989 | V: 04.10.1989 | Campeones: Derby County | ||||
| I | Chelsea | - | Scarborough FC | 1:1 | ||
| V | Scarborough FC | - | Chelsea | 3:2 pró. | ||
| I: 19.09.1989 | V: 04.10.1989 | Campeones: Scarborough FC | ||||
| I | Crewe Alexandra | - | Bournemouth | 0:1 | ||
| V | Bournemouth | - | Crewe Alexandra | 0:0 | ||
| I: 19.09.1989 | V: 03.10.1989 | Campeones: Bournemouth | ||||
| I | Crystal Palace | - | Leicester City | 1:2 | ||
| V | Leicester City | - | Crystal Palace | 2:3 pró. | ||
| I: 19.09.1989 | V: 04.10.1989 | Campeones: Crystal Palace | ||||
| I | Grimsby Town | - | Coventry City | 3:1 | ||
| V | Coventry City | - | Grimsby Town | 3:0 | ||
| I: 19.09.1989 | V: 04.10.1989 | Campeones: Coventry City | ||||
| I | Ipswich Town | - | Tranmere Rovers | 0:1 | ||
| V | Tranmere Rovers | - | Ipswich Town | 1:0 | ||
| I: 19.09.1989 | V: 03.10.1989 | Campeones: Tranmere Rovers | ||||
| I | Leyton Orient | - | Everton | 0:2 | ||
| V | Everton | - | Leyton Orient | 2:2 | ||
| I: 19.09.1989 | V: 03.10.1989 | Campeones: Everton | ||||
| I | Liverpool | - | Wigan Athletic | 5:2 | ||
| V | Wigan Athletic | - | Liverpool | 0:3 | ||
| I: 19.09.1989 | V: 04.10.1989 | Campeones: Liverpool | ||||
| I | Mansfield Town | - | Luton Town | 3:4 | ||
| V | Luton Town | - | Mansfield Town | 7:2 | ||
| I: 19.09.1989 | V: 03.10.1989 | Campeones: Luton Town | ||||
| I | Oldham Athletic | - | Leeds United | 2:1 | ||
| V | Leeds United | - | Oldham Athletic | 1:2 | ||
| I: 19.09.1989 | V: 03.10.1989 | Campeones: Oldham Athletic | ||||
| I | Reading | - | Newcastle United | 3:1 | ||
| V | Newcastle United | - | Reading | 4:0 | ||
| I: 19.09.1989 | V: 04.10.1989 | Campeones: Newcastle United | ||||
| I | Shrewsbury Town | - | Swindon Town | 0:3 | ||
| V | Swindon Town | - | Shrewsbury Town | 3:1 | ||
| I: 19.09.1989 | V: 03.10.1989 | Campeones: Swindon Town | ||||
| I | Stoke City | - | Millwall FC | 1:0 | ||
| V | Millwall FC | - | Stoke City | 2:0 pró. | ||
| I: 19.09.1989 | V: 03.10.1989 | Campeones: Millwall FC | ||||
| I | Sunderland | - | Fulham FC | 1:1 | ||
| V | Fulham FC | - | Sunderland | 0:3 | ||
| I: 19.09.1989 | V: 03.10.1989 | Campeones: Sunderland | ||||
| I | Aston Villa | - | Wolverhampton Wanderers | 2:1 | ||
| V | Wolverhampton Wanderers | - | Aston Villa | 1:1 | ||
| I: 20.09.1989 | V: 04.10.1989 | Campeones: Aston Villa | ||||
| I | Charlton Athletic | - | Hereford United | 3:1 | ||
| V | Hereford United | - | Charlton Athletic | 0:1 | ||
| I: 20.09.1989 | V: 04.10.1989 | Campeones: Charlton Athletic | ||||
| I | Exeter City | - | Blackburn Rovers | 3:0 | ||
| V | Blackburn Rovers | - | Exeter City | 2:1 | ||
| I: 20.09.1989 | V: 03.10.1989 | Campeones: Exeter City | ||||
| I | Middlesbrough | - | Halifax Town | 4:0 | ||
| V | Halifax Town | - | Middlesbrough | 0:1 | ||
| I: 20.09.1989 | V: 03.10.1989 | Campeones: Middlesbrough | ||||
| I | Norwich City | - | Rotherham United | 1:1 | ||
| V | Rotherham United | - | Norwich City | 0:2 | ||
| I: 20.09.1989 | V: 03.10.1989 | Campeones: Norwich City | ||||
| I | Nottingham Forest | - | Huddersfield Town | 1:1 | ||
| V | Huddersfield Town | - | Nottingham Forest | 3:3 pró. | ||
| I: 20.09.1989 | V: 03.10.1989 | Campeones: Nottingham Forest | ||||
| I | Portsmouth FC | - | Manchester United | 2:3 | ||
| V | Manchester United | - | Portsmouth FC | 0:0 | ||
| I: 20.09.1989 | V: 03.10.1989 | Campeones: Manchester United | ||||
| I | Queens Park Rangers | - | Stockport County | 2:1 | ||
| V | Stockport County | - | Queens Park Rangers | 0:0 | ||
| I: 20.09.1989 | V: 02.10.1989 | Campeones: Queens Park Rangers | ||||
| I | Sheffield Wednesday | - | Aldershot FC | 0:0 | ||
| V | Aldershot FC | - | Sheffield Wednesday | 0:8 | ||
| I: 20.09.1989 | V: 03.10.1989 | Campeones: Sheffield Wednesday | ||||
| I | Tottenham Hotspur | - | Southend United | 1:0 | ||
| V | Southend United | - | Tottenham Hotspur | 3:2 pró. | ||
| I: 20.09.1989 | V: 04.10.1989 | Campeones: Tottenham Hotspur | ||||
| I | West Bromwich Albion | - | Bradford City | 1:3 | ||
| V | Bradford City | - | West Bromwich Albion | 3:5 pró. | ||
| I: 20.09.1989 | V: 04.10.1989 | Campeones: West Bromwich Albion | ||||
| I | York City | - | Southampton | 0:1 | ||
| V | Southampton | - | York City | 2:0 | ||
| I: 20.09.1989 | V: 03.10.1989 | Campeones: Southampton | ||||
