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| U | Port Vale FC | - | Oxford United | 0:2 | ||
| R | Oxford United | - | Port Vale FC | 0:0 | ||
| U: 24.09.1990 | R: 10.10.1990 | Winnaars: Oxford United | ||||
| U | AFC Bournemouth | - | Millwall FC | 0:0 | ||
| R | Millwall FC | - | AFC Bournemouth | 2:1 | ||
| U: 25.09.1990 | R: 10.10.1990 | Winnaars: Millwall FC | ||||
| U | Cardiff City | - | Portsmouth FC | 1:1 | ||
| R | Portsmouth FC | - | Cardiff City | 3:1 n.v. | ||
| U: 25.09.1990 | R: 09.10.1990 | Winnaars: Portsmouth FC | ||||
| U | Carlisle United | - | Derby County | 1:1 | ||
| R | Derby County | - | Carlisle United | 1:0 | ||
| U: 25.09.1990 | R: 10.10.1990 | Winnaars: Derby County | ||||
| U | Chester City | - | Arsenal FC | 0:1 | ||
| R | Arsenal FC | - | Chester City | 5:0 | ||
| U: 25.09.1990 | R: 09.10.1990 | Winnaars: Arsenal FC | ||||
| U | Crystal Palace | - | Southend United | 8:0 | ||
| R | Southend United | - | Crystal Palace | 1:2 | ||
| U: 25.09.1990 | R: 09.10.1990 | Winnaars: Crystal Palace | ||||
| U | Darlington FC | - | Swindon Town | 3:0 | ||
| R | Swindon Town | - | Darlington FC | 4:0 | ||
| U: 25.09.1990 | R: 09.10.1990 | Winnaars: Swindon Town | ||||
| U | Hull City | - | Wolverhampton Wanderers | 0:0 | ||
| R | Wolverhampton Wanderers | - | Hull City | 1:1 n.v. | ||
| U: 25.09.1990 | R: 09.10.1990 | Winnaars: Hull City | ||||
| U | Liverpool FC | - | Crewe Alexandra | 5:1 | ||
| R | Crewe Alexandra | - | Liverpool FC | 1:4 | ||
| U: 25.09.1990 | R: 09.10.1990 | Winnaars: Liverpool FC | ||||
| U | Luton Town | - | Bradford City | 1:1 | ||
| R | Bradford City | - | Luton Town | 5:4 d.p. | ||
| U: 25.09.1990 | R: 10.10.1990 | Winnaars: Bradford City | ||||
| U | Middlesbrough FC | - | Newcastle United | 2:0 | ||
| R | Newcastle United | - | Middlesbrough FC | 1:0 | ||
| U: 25.09.1990 | R: 10.10.1990 | Winnaars: Middlesbrough FC | ||||
| U | Northampton Town | - | Sheffield United | 0:1 | ||
| R | Sheffield United | - | Northampton Town | 2:1 | ||
| U: 25.09.1990 | R: 10.10.1990 | Winnaars: Sheffield United | ||||
| U | Notts County | - | Oldham Athletic | 1:0 | ||
| R | Oldham Athletic | - | Notts County | 5:2 n.v. | ||
| U: 25.09.1990 | R: 10.10.1990 | Winnaars: Oldham Athletic | ||||
| U | Plymouth Argyle | - | Wimbledon FC | 1:0 | ||
| R | Wimbledon FC | - | Plymouth Argyle | 0:2 | ||
| U: 25.09.1990 | R: 10.10.1990 | Winnaars: Plymouth Argyle | ||||
| U | Rochdale AFC | - | Southampton FC | 0:5 | ||
| R | Southampton FC | - | Rochdale AFC | 3:0 | ||
| U: 25.09.1990 | R: 09.10.1990 | Winnaars: Southampton FC | ||||
| U | Rotherham United | - | Blackburn Rovers | 1:1 | ||
| R | Blackburn Rovers | - | Rotherham United | 1:0 | ||
| U: 25.09.1990 | R: 09.10.1990 | Winnaars: Blackburn Rovers | ||||
| U | Shrewsbury Town | - | Ipswich Town | 1:1 | ||
| R | Ipswich Town | - | Shrewsbury Town | 3:0 | ||
| U: 25.09.1990 | R: 09.10.1990 | Winnaars: Ipswich Town | ||||
| U | Sunderland AFC | - | Bristol City | 0:1 | ||
| R | Bristol City | - | Sunderland AFC | 1:6 | ||
| U: 25.09.1990 | R: 09.10.1990 | Winnaars: Sunderland AFC | ||||
| U | Wrexham AFC | - | Everton FC | 0:5 | ||
| R | Everton FC | - | Wrexham AFC | 6:0 | ||
| U: 25.09.1990 | R: 09.10.1990 | Winnaars: Everton FC | ||||
| U | Aston Villa | - | Barnsley FC | 1:0 | ||
| R | Barnsley FC | - | Aston Villa | 0:1 | ||
| U: 26.09.1990 | R: 09.10.1990 | Winnaars: Aston Villa | ||||
| U | Charlton Athletic | - | Leyton Orient | 2:2 | ||
| R | Leyton Orient | - | Charlton Athletic | 1:0 | ||
| U: 26.09.1990 | R: 09.10.1990 | Winnaars: Leyton Orient | ||||
| U | Coventry City | - | Bolton Wanderers | 4:2 | ||
| R | Bolton Wanderers | - | Coventry City | 2:3 | ||
| U: 26.09.1990 | R: 09.10.1990 | Winnaars: Coventry City | ||||
| U | Halifax Town | - | Manchester United | 1:3 | ||
| R | Manchester United | - | Halifax Town | 2:1 | ||
| U: 26.09.1990 | R: 10.10.1990 | Winnaars: Manchester United | ||||
| U | Leicester City | - | Leeds United | 1:0 | ||
| R | Leeds United | - | Leicester City | 3:0 | ||
| U: 26.09.1990 | R: 10.10.1990 | Winnaars: Leeds United | ||||
| U | Norwich City | - | Watford FC | 2:0 | ||
| R | Watford FC | - | Norwich City | 0:3 | ||
| U: 26.09.1990 | R: 09.10.1990 | Winnaars: Norwich City | ||||
| U | Nottingham Forest | - | Burnley FC | 4:1 | ||
| R | Burnley FC | - | Nottingham Forest | 0:1 | ||
| U: 26.09.1990 | R: 10.10.1990 | Winnaars: Nottingham Forest | ||||
| U | Queens Park Rangers | - | Peterborough United | 3:1 | ||
| R | Peterborough United | - | Queens Park Rangers | 1:1 | ||
| U: 26.09.1990 | R: 09.10.1990 | Winnaars: Queens Park Rangers | ||||
| U | Sheffield Wednesday | - | Brentford FC | 2:1 | ||
| R | Brentford FC | - | Sheffield Wednesday | 1:2 | ||
| U: 26.09.1990 | R: 09.10.1990 | Winnaars: Sheffield Wednesday | ||||
| U | Torquay United | - | Manchester City | 0:4 | ||
| R | Manchester City | - | Torquay United | 0:0 | ||
| U: 26.09.1990 | R: 10.10.1990 | Winnaars: Manchester City | ||||
| U | Walsall FC | - | Chelsea FC | 0:5 | ||
| R | Chelsea FC | - | Walsall FC | 4:1 | ||
| U: 26.09.1990 | R: 10.10.1990 | Winnaars: Chelsea FC | ||||
| U | West Ham United | - | Stoke City | 3:0 | ||
| R | Stoke City | - | West Ham United | 1:2 | ||
| U: 26.09.1990 | R: 10.10.1990 | Winnaars: West Ham United | ||||
