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| U | Stockport County | - | Bury FC | 1:0 | ||
| R | Bury FC | - | Stockport County | 1:1 | ||
| U: 21.08.1989 | R: 29.08.1989 | Winnaars: Stockport County | ||||
| U | Birmingham City | - | Chesterfield FC | 2:1 | ||
| R | Chesterfield FC | - | Birmingham City | 1:1 | ||
| U: 22.08.1989 | R: 29.08.1989 | Winnaars: Birmingham City | ||||
| U | Blackpool FC | - | Burnley FC | 2:2 | ||
| R | Burnley FC | - | Blackpool FC | 0:1 | ||
| U: 22.08.1989 | R: 29.08.1989 | Winnaars: Blackpool FC | ||||
| U | Bristol City | - | Reading FC | 2:3 | ||
| R | Reading FC | - | Bristol City | 2:2 | ||
| U: 22.08.1989 | R: 29.08.1989 | Winnaars: Reading FC | ||||
| U | Cambridge United | - | Maidstone United | 3:1 | ||
| R | Maidstone United | - | Cambridge United | 0:1 | ||
| U: 22.08.1989 | R: 30.08.1989 | Winnaars: Cambridge United | ||||
| U | Cardiff City | - | Plymouth Argyle | 0:3 | ||
| R | Plymouth Argyle | - | Cardiff City | 0:2 | ||
| U: 22.08.1989 | R: 29.08.1989 | Winnaars: Plymouth Argyle | ||||
| U | Colchester United | - | Southend United | 3:4 | ||
| R | Southend United | - | Colchester United | 2:1 | ||
| U: 22.08.1989 | R: 29.08.1989 | Winnaars: Southend United | ||||
| U | Crewe Alexandra | - | Chester City | 4:0 | ||
| R | Chester City | - | Crewe Alexandra | 0:2 | ||
| U: 22.08.1989 | R: 29.08.1989 | Winnaars: Crewe Alexandra | ||||
| U | Gillingham FC | - | Leyton Orient | 1:4 | ||
| R | Leyton Orient | - | Gillingham FC | 3:0 | ||
| U: 22.08.1989 | R: 29.08.1989 | Winnaars: Leyton Orient | ||||
| U | Halifax Town | - | Carlisle United | 3:1 | ||
| R | Carlisle United | - | Halifax Town | 1:0 | ||
| U: 22.08.1989 | R: 29.08.1989 | Winnaars: Halifax Town | ||||
| U | Huddersfield Town | - | Doncaster Rovers | 1:1 | ||
| R | Doncaster Rovers | - | Huddersfield Town | 1:2 | ||
| U: 22.08.1989 | R: 29.08.1989 | Winnaars: Huddersfield Town | ||||
| U | Hull City | - | Grimsby Town | 1:0 | ||
| R | Grimsby Town | - | Hull City | 2:0 n.v. | ||
| U: 22.08.1989 | R: 29.08.1989 | Winnaars: Grimsby Town | ||||
| U | Mansfield Town | - | Northampton Town | 1:1 | ||
| R | Northampton Town | - | Mansfield Town | 0:2 | ||
| U: 22.08.1989 | R: 05.09.1989 | Winnaars: Mansfield Town | ||||
| U | Preston North End | - | Tranmere Rovers | 3:4 | ||
| R | Tranmere Rovers | - | Preston North End | 3:1 | ||
| U: 22.08.1989 | R: 29.08.1989 | Winnaars: Tranmere Rovers | ||||
| U | Rochdale AFC | - | Bolton Wanderers | 2:1 | ||
| R | Bolton Wanderers | - | Rochdale AFC | 5:1 | ||
| U: 22.08.1989 | R: 29.08.1989 | Winnaars: Bolton Wanderers | ||||
| U | Sheffield United | - | Rotherham United | 1:1 | ||
| R | Rotherham United | - | Sheffield United | 1:0 | ||
| U: 22.08.1989 | R: 29.08.1989 | Winnaars: Rotherham United | ||||
| U | Shrewsbury Town | - | Notts County | 3:0 | ||
| R | Notts County | - | Shrewsbury Town | 3:1 | ||
| U: 22.08.1989 | R: 29.08.1989 | Winnaars: Shrewsbury Town | ||||
| U | Torquay United | - | Hereford United | 0:1 | ||
| R | Hereford United | - | Torquay United | 3:0 | ||
| U: 22.08.1989 | R: 30.08.1989 | Winnaars: Hereford United | ||||
| U | Walsall FC | - | Port Vale FC | 1:2 | ||
| R | Port Vale FC | - | Walsall FC | 1:0 | ||
| U: 22.08.1989 | R: 28.08.1989 | Winnaars: Port Vale FC | ||||
| U | Wolverhampton Wanderers | - | Lincoln City | 1:0 | ||
| R | Lincoln City | - | Wolverhampton Wanderers | 0:2 | ||
| U: 22.08.1989 | R: 30.08.1989 | Winnaars: Wolverhampton Wanderers | ||||
| U | Wrexham AFC | - | Wigan Athletic | 0:0 | ||
| R | Wigan Athletic | - | Wrexham AFC | 5:0 | ||
| U: 22.08.1989 | R: 29.08.1989 | Winnaars: Wigan Athletic | ||||
| U | Brighton & Hove Albion | - | Brentford FC | 0:3 | ||
| R | Brentford FC | - | Brighton & Hove Albion | 1:1 | ||
| U: 23.08.1989 | R: 29.08.1989 | Winnaars: Brentford FC | ||||
| U | Bristol Rovers | - | Portsmouth FC | 1:0 | ||
| R | Portsmouth FC | - | Bristol Rovers | 2:0 | ||
| U: 23.08.1989 | R: 29.08.1989 | Winnaars: Portsmouth FC | ||||
| U | Exeter City | - | Swansea City | 3:0 | ||
| R | Swansea City | - | Exeter City | 1:1 | ||
| U: 23.08.1989 | R: 29.08.1989 | Winnaars: Exeter City | ||||
| U | Fulham FC | - | Oxford United | 0:1 | ||
| R | Oxford United | - | Fulham FC | 3:5 | ||
| U: 23.08.1989 | R: 30.08.1989 | Winnaars: Fulham FC | ||||
| U | Hartlepool United | - | York City | 3:3 | ||
| R | York City | - | Hartlepool United | 4:1 | ||
| U: 23.08.1989 | R: 29.08.1989 | Winnaars: York City | ||||
| U | Peterborough United | - | Aldershot FC | 2:0 | ||
| R | Aldershot FC | - | Peterborough United | 6:2 n.v. | ||
| U: 23.08.1989 | R: 29.08.1989 | Winnaars: Aldershot FC | ||||
| U | Scarborough FC | - | Scunthorpe United | 2:0 | ||
| R | Scunthorpe United | - | Scarborough FC | 1:1 | ||
| U: 23.08.1989 | R: 29.08.1989 | Winnaars: Scarborough FC | ||||
