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| 1st(1st leg) | Port Vale FC | - | Oxford United | 0:2 | ||
| 2nd (2nd leg) | Oxford United | - | Port Vale FC | 0:0 | ||
| 1st(1st leg): 24/09/1990 | 2nd (2nd leg): 10/10/1990 | Winner: Oxford United | ||||
| 1st(1st leg) | AFC Bournemouth | - | Millwall FC | 0:0 | ||
| 2nd (2nd leg) | Millwall FC | - | AFC Bournemouth | 2:1 | ||
| 1st(1st leg): 25/09/1990 | 2nd (2nd leg): 10/10/1990 | Winner: Millwall FC | ||||
| 1st(1st leg) | Cardiff City | - | Portsmouth FC | 1:1 | ||
| 2nd (2nd leg) | Portsmouth FC | - | Cardiff City | 3:1 aet | ||
| 1st(1st leg): 25/09/1990 | 2nd (2nd leg): 09/10/1990 | Winner: Portsmouth FC | ||||
| 1st(1st leg) | Carlisle United | - | Derby County | 1:1 | ||
| 2nd (2nd leg) | Derby County | - | Carlisle United | 1:0 | ||
| 1st(1st leg): 25/09/1990 | 2nd (2nd leg): 10/10/1990 | Winner: Derby County | ||||
| 1st(1st leg) | Chester City | - | Arsenal FC | 0:1 | ||
| 2nd (2nd leg) | Arsenal FC | - | Chester City | 5:0 | ||
| 1st(1st leg): 25/09/1990 | 2nd (2nd leg): 09/10/1990 | Winner: Arsenal FC | ||||
| 1st(1st leg) | Crystal Palace | - | Southend United | 8:0 | ||
| 2nd (2nd leg) | Southend United | - | Crystal Palace | 1:2 | ||
| 1st(1st leg): 25/09/1990 | 2nd (2nd leg): 09/10/1990 | Winner: Crystal Palace | ||||
| 1st(1st leg) | Hull City | - | Wolverhampton Wanderers | 0:0 | ||
| 2nd (2nd leg) | Wolverhampton Wanderers | - | Hull City | 1:1 aet | ||
| 1st(1st leg): 25/09/1990 | 2nd (2nd leg): 09/10/1990 | Winner: Hull City | ||||
| 1st(1st leg) | Middlesbrough FC | - | Newcastle United | 2:0 | ||
| 2nd (2nd leg) | Newcastle United | - | Middlesbrough FC | 1:0 | ||
| 1st(1st leg): 25/09/1990 | 2nd (2nd leg): 10/10/1990 | Winner: Middlesbrough FC | ||||
| 1st(1st leg) | Rochdale AFC | - | Southampton FC | 0:5 | ||
| 2nd (2nd leg) | Southampton FC | - | Rochdale AFC | 3:0 | ||
| 1st(1st leg): 25/09/1990 | 2nd (2nd leg): 09/10/1990 | Winner: Southampton FC | ||||
| 1st(1st leg) | Rotherham United | - | Blackburn Rovers | 1:1 | ||
| 2nd (2nd leg) | Blackburn Rovers | - | Rotherham United | 1:0 | ||
| 1st(1st leg): 25/09/1990 | 2nd (2nd leg): 09/10/1990 | Winner: Blackburn Rovers | ||||
| 1st(1st leg) | Sunderland AFC | - | Bristol City | 0:1 | ||
| 2nd (2nd leg) | Bristol City | - | Sunderland AFC | 1:6 | ||
| 1st(1st leg): 25/09/1990 | 2nd (2nd leg): 09/10/1990 | Winner: Sunderland AFC | ||||
| 1st(1st leg) | Darlington FC | - | Swindon Town | 3:0 | ||
| 2nd (2nd leg) | Swindon Town | - | Darlington FC | 4:0 | ||
| 1st(1st leg): 25/09/1990 19:30 | 2nd (2nd leg): 09/10/1990 19:45 | Winner: Swindon Town | ||||
| 1st(1st leg) | Liverpool FC | - | Crewe Alexandra | 5:1 | ||
| 2nd (2nd leg) | Crewe Alexandra | - | Liverpool FC | 1:4 | ||
| 1st(1st leg): 25/09/1990 19:30 | 2nd (2nd leg): 09/10/1990 19:30 | Winner: Liverpool FC | ||||
| 1st(1st leg) | Northampton Town | - | Sheffield United | 0:1 | ||
| 2nd (2nd leg) | Sheffield United | - | Northampton Town | 2:1 | ||
| 1st(1st leg): 25/09/1990 19:30 | 2nd (2nd leg): 10/10/1990 19:30 | Winner: Sheffield United | ||||
| 1st(1st leg) | Shrewsbury Town | - | Ipswich Town | 1:1 | ||
| 2nd (2nd leg) | Ipswich Town | - | Shrewsbury Town | 3:0 | ||
| 1st(1st leg): 25/09/1990 19:30 | 2nd (2nd leg): 09/10/1990 19:45 | Winner: Ipswich Town | ||||
| 1st(1st leg) | Wrexham AFC | - | Everton FC | 0:5 | ||
| 2nd (2nd leg) | Everton FC | - | Wrexham AFC | 6:0 | ||
| 1st(1st leg): 25/09/1990 19:30 | 2nd (2nd leg): 09/10/1990 19:30 | Winner: Everton FC | ||||
| 1st(1st leg) | Luton Town | - | Bradford City | 1:1 | ||
| 2nd (2nd leg) | Bradford City | - | Luton Town | 5:4 pso | ||
| 1st(1st leg): 25/09/1990 19:45 | 2nd (2nd leg): 10/10/1990 19:45 | Winner: Bradford City | ||||
| 1st(1st leg) | Notts County | - | Oldham Athletic | 1:0 | ||
| 2nd (2nd leg) | Oldham Athletic | - | Notts County | 5:2 aet | ||
| 1st(1st leg): 25/09/1990 19:45 | 2nd (2nd leg): 10/10/1990 19:30 | Winner: Oldham Athletic | ||||
| 1st(1st leg) | Plymouth Argyle | - | Wimbledon FC | 1:0 | ||
| 2nd (2nd leg) | Wimbledon FC | - | Plymouth Argyle | 0:2 | ||
| 1st(1st leg): 25/09/1990 19:45 | 2nd (2nd leg): 10/10/1990 19:45 | Winner: Plymouth Argyle | ||||
| 1st(1st leg) | Aston Villa | - | Barnsley FC | 1:0 | ||
| 2nd (2nd leg) | Barnsley FC | - | Aston Villa | 0:1 | ||
| 1st(1st leg): 26/09/1990 | 2nd (2nd leg): 09/10/1990 | Winner: Aston Villa | ||||
| 1st(1st leg) | Charlton Athletic | - | Leyton Orient | 2:2 | ||
| 2nd (2nd leg) | Leyton Orient | - | Charlton Athletic | 1:0 | ||
| 1st(1st leg): 26/09/1990 | 2nd (2nd leg): 09/10/1990 | Winner: Leyton Orient | ||||
| 1st(1st leg) | Coventry City | - | Bolton Wanderers | 4:2 | ||
| 2nd (2nd leg) | Bolton Wanderers | - | Coventry City | 2:3 | ||
| 1st(1st leg): 26/09/1990 | 2nd (2nd leg): 09/10/1990 | Winner: Coventry City | ||||
| 1st(1st leg) | Halifax Town | - | Manchester United | 1:3 | ||
| 2nd (2nd leg) | Manchester United | - | Halifax Town | 2:1 | ||
| 1st(1st leg): 26/09/1990 | 2nd (2nd leg): 10/10/1990 | Winner: Manchester United | ||||
| 1st(1st leg) | Leicester City | - | Leeds United | 1:0 | ||
| 2nd (2nd leg) | Leeds United | - | Leicester City | 3:0 | ||
| 1st(1st leg): 26/09/1990 | 2nd (2nd leg): 10/10/1990 | Winner: Leeds United | ||||
| 1st(1st leg) | Norwich City | - | Watford FC | 2:0 | ||
| 2nd (2nd leg) | Watford FC | - | Norwich City | 0:3 | ||
| 1st(1st leg): 26/09/1990 | 2nd (2nd leg): 09/10/1990 | Winner: Norwich City | ||||
| 1st(1st leg) | Queens Park Rangers | - | Peterborough United | 3:1 | ||
| 2nd (2nd leg) | Peterborough United | - | Queens Park Rangers | 1:1 | ||
| 1st(1st leg): 26/09/1990 | 2nd (2nd leg): 09/10/1990 | Winner: Queens Park Rangers | ||||
| 1st(1st leg) | Sheffield Wednesday | - | Brentford FC | 2:1 | ||
| 2nd (2nd leg) | Brentford FC | - | Sheffield Wednesday | 1:2 | ||
| 1st(1st leg): 26/09/1990 | 2nd (2nd leg): 09/10/1990 | Winner: Sheffield Wednesday | ||||
| 1st(1st leg) | West Ham United | - | Stoke City | 3:0 | ||
| 2nd (2nd leg) | Stoke City | - | West Ham United | 1:2 | ||
| 1st(1st leg): 26/09/1990 | 2nd (2nd leg): 10/10/1990 | Winner: West Ham United | ||||
| 1st(1st leg) | Torquay United | - | Manchester City | 0:4 | ||
| 2nd (2nd leg) | Manchester City | - | Torquay United | 0:0 | ||
| 1st(1st leg): 26/09/1990 19:30 | 2nd (2nd leg): 10/10/1990 19:45 | Winner: Manchester City | ||||
| 1st(1st leg) | Walsall FC | - | Chelsea FC | 0:5 | ||
| 2nd (2nd leg) | Chelsea FC | - | Walsall FC | 4:1 | ||
| 1st(1st leg): 26/09/1990 19:30 | 2nd (2nd leg): 10/10/1990 19:30 | Winner: Chelsea FC | ||||
| 1st(1st leg) | Nottingham Forest | - | Burnley FC | 4:1 | ||
| 2nd (2nd leg) | Burnley FC | - | Nottingham Forest | 0:1 | ||
| 1st(1st leg): 26/09/1990 19:45 | 2nd (2nd leg): 10/10/1990 19:45 | Winner: Nottingham Forest | ||||
| 1st(1st leg) | Tottenham Hotspur | - | Hartlepool United | 5:0 | ||
| 2nd (2nd leg) | Hartlepool United | - | Tottenham Hotspur | 1:2 | ||
| 1st(1st leg): 26/09/1990 19:45 | 2nd (2nd leg): 09/10/1990 19:30 | Winner: Tottenham Hotspur | ||||
