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| H | Arsenal FC | - | Huddersfield Town | 2:0 | ||
| R | Huddersfield Town | - | Arsenal FC | 1:1 | ||
| H: 23.09.1986 | R: 07.10.1986 | Sieger: Arsenal FC | ||||
| H | Barnsley FC | - | Tottenham Hotspur | 2:3 | ||
| R | Tottenham Hotspur | - | Barnsley FC | 5:3 | ||
| H: 23.09.1986 | R: 08.10.1986 | Sieger: Tottenham Hotspur | ||||
| H | Bradford City | - | Newcastle United | 2:0 | ||
| R | Newcastle United | - | Bradford City | 1:0 | ||
| H: 23.09.1986 | R: 08.10.1986 | Sieger: Bradford City | ||||
| H | Bristol City | - | Sheffield United | 2:2 | ||
| R | Sheffield United | - | Bristol City | 3:0 | ||
| H: 23.09.1986 | R: 07.10.1986 | Sieger: Sheffield United | ||||
| H | Cambridge United | - | Wimbledon FC | 1:1 | ||
| R | Wimbledon FC | - | Cambridge United | 2:2 n.V. | ||
| H: 23.09.1986 | R: 07.10.1986 | Sieger: Cambridge United | ||||
| H | Charlton Athletic | - | Lincoln City | 3:1 | ||
| R | Lincoln City | - | Charlton Athletic | 0:1 | ||
| H: 23.09.1986 | R: 08.10.1986 | Sieger: Charlton Athletic | ||||
| H | Coventry City | - | Rotherham United | 3:2 | ||
| R | Rotherham United | - | Coventry City | 0:1 | ||
| H: 23.09.1986 | R: 07.10.1986 | Sieger: Coventry City | ||||
| H | Hull City | - | Grimsby Town | 1:0 | ||
| R | Grimsby Town | - | Hull City | 1:1 | ||
| H: 23.09.1986 | R: 07.10.1986 | Sieger: Hull City | ||||
| H | Liverpool FC | - | Fulham FC | 10:0 | ||
| R | Fulham FC | - | Liverpool FC | 2:3 | ||
| H: 23.09.1986 | R: 07.10.1986 | Sieger: Liverpool FC | ||||
| H | Middlesbrough FC | - | Birmingham City | 2:2 | ||
| R | Birmingham City | - | Middlesbrough FC | 3:2 n.V. | ||
| H: 23.09.1986 | R: 07.10.1986 | Sieger: Birmingham City | ||||
| H | Oldham Athletic | - | Leeds United | 3:2 | ||
| R | Leeds United | - | Oldham Athletic | 0:1 | ||
| H: 23.09.1986 | R: 08.10.1986 | Sieger: Oldham Athletic | ||||
| H | Preston North End | - | West Ham United | 1:1 | ||
| R | West Ham United | - | Preston North End | 4:1 | ||
| H: 23.09.1986 | R: 07.10.1986 | Sieger: West Ham United | ||||
| H | Queens Park Rangers | - | Blackburn Rovers | 2:1 | ||
| R | Blackburn Rovers | - | Queens Park Rangers | 2:2 | ||
| H: 23.09.1986 | R: 07.10.1986 | Sieger: Queens Park Rangers | ||||
| H | Scunthorpe United | - | Ipswich Town | 1:2 | ||
| R | Ipswich Town | - | Scunthorpe United | 2:0 | ||
| H: 23.09.1986 | R: 07.10.1986 | Sieger: Ipswich Town | ||||
| H | Sheffield Wednesday | - | Stockport County | 3:0 | ||
| R | Stockport County | - | Sheffield Wednesday | 0:7 | ||
| H: 23.09.1986 | R: 06.10.1986 | Sieger: Sheffield Wednesday | ||||
| H | Shrewsbury Town | - | Stoke City | 2:1 | ||
| R | Stoke City | - | Shrewsbury Town | 0:0 | ||
| H: 23.09.1986 | R: 08.10.1986 | Sieger: Shrewsbury Town | ||||
| H | Southampton FC | - | Swindon Town | 3:0 | ||
| R | Swindon Town | - | Southampton FC | 0:0 | ||
| H: 23.09.1986 | R: 08.10.1986 | Sieger: Southampton FC | ||||
| H | Southend United | - | Manchester City | 0:0 | ||
| R | Manchester City | - | Southend United | 2:1 | ||
| H: 23.09.1986 | R: 08.10.1986 | Sieger: Manchester City | ||||
| H | Swansea City | - | Leicester City | 0:2 | ||
| R | Leicester City | - | Swansea City | 4:2 | ||
| H: 23.09.1986 | R: 08.10.1986 | Sieger: Leicester City | ||||
| H | Watford FC | - | Rochdale AFC | 1:1 | ||
| R | Rochdale AFC | - | Watford FC | 1:2 | ||
| H: 23.09.1986 | R: 07.10.1986 | Sieger: Watford FC | ||||
| H | York City | - | Chelsea FC | 1:0 | ||
| R | Chelsea FC | - | York City | 3:0 | ||
| H: 23.09.1986 | R: 08.10.1986 | Sieger: Chelsea FC | ||||
| H | Brighton & Hove Albion | - | Nottingham Forest | 0:0 | ||
| R | Nottingham Forest | - | Brighton & Hove Albion | 3:0 | ||
| H: 24.09.1986 | R: 08.10.1986 | Sieger: Nottingham Forest | ||||
| H | Crystal Palace | - | Bury FC | 0:0 | ||
| R | Bury FC | - | Crystal Palace | 0:1 | ||
| H: 24.09.1986 | R: 07.10.1986 | Sieger: Crystal Palace | ||||
| H | Derby County | - | West Bromwich Albion | 4:1 | ||
| R | West Bromwich Albion | - | Derby County | 0:1 | ||
| H: 24.09.1986 | R: 07.10.1986 | Sieger: Derby County | ||||
| H | Everton FC | - | Newport County | 4:0 | ||
| R | Newport County | - | Everton FC | 1:5 | ||
| H: 24.09.1986 | R: 07.10.1986 | Sieger: Everton FC | ||||
| H | Manchester United | - | Port Vale FC | 2:0 | ||
| R | Port Vale FC | - | Manchester United | 2:5 | ||
| H: 24.09.1986 | R: 07.10.1986 | Sieger: Manchester United | ||||
| H | Oxford United | - | Gillingham FC | 6:0 | ||
| R | Gillingham FC | - | Oxford United | 1:1 | ||
| H: 24.09.1986 | R: 07.10.1986 | Sieger: Oxford United | ||||
| H | Peterborough United | - | Norwich City | 0:0 | ||
| R | Norwich City | - | Peterborough United | 1:0 | ||
| H: 24.09.1986 | R: 08.10.1986 | Sieger: Norwich City | ||||
| H | Reading FC | - | Aston Villa | 1:1 | ||
| R | Aston Villa | - | Reading FC | 4:1 | ||
| H: 24.09.1986 | R: 08.10.1986 | Sieger: Aston Villa | ||||
| H | Wrexham AFC | - | Portsmouth FC | 1:2 | ||
| R | Portsmouth FC | - | Wrexham AFC | 2:0 | ||
| H: 24.09.1986 | R: 07.10.1986 | Sieger: Portsmouth FC | ||||
| H | Walsall FC | - | Millwall FC | 0:1 | ||
| R | Millwall FC | - | Walsall FC | 3:2 | ||
| H: 07.10.1986 | R: 14.10.1986 | Sieger: Millwall FC | ||||
