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| 1st(1st leg) | Stockport County | - | Burnley FC | 1:2 | ||
| 2nd (2nd leg) | Burnley FC | - | Stockport County | 0:1 | ||
| 1st(1st leg): 27/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: Burnley FC | ||||
| 1st(1st leg) | Birmingham City | - | AFC Bournemouth | 0:1 | ||
| 2nd (2nd leg) | AFC Bournemouth | - | Birmingham City | 1:1 | ||
| 1st(1st leg): 28/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: AFC Bournemouth | ||||
| 1st(1st leg) | Brentford FC | - | Hereford United | 2:0 | ||
| 2nd (2nd leg) | Hereford United | - | Brentford FC | 1:0 | ||
| 1st(1st leg): 28/08/1990 | 2nd (2nd leg): 05/09/1990 | Winner: Brentford FC | ||||
| 1st(1st leg) | Carlisle United | - | Scunthorpe United | 1:0 | ||
| 2nd (2nd leg) | Scunthorpe United | - | Carlisle United | 1:1 | ||
| 1st(1st leg): 28/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: Carlisle United | ||||
| 1st(1st leg) | Chesterfield FC | - | Hartlepool United | 1:2 | ||
| 2nd (2nd leg) | Hartlepool United | - | Chesterfield FC | 2:2 | ||
| 1st(1st leg): 28/08/1990 | 2nd (2nd leg): 11/09/1990 | Winner: Hartlepool United | ||||
| 1st(1st leg) | Darlington FC | - | Blackpool FC | 0:0 | ||
| 2nd (2nd leg) | Blackpool FC | - | Darlington FC | 1:1 | ||
| 1st(1st leg): 28/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: Darlington FC | ||||
| 1st(1st leg) | Doncaster Rovers | - | Rotherham United | 2:6 | ||
| 2nd (2nd leg) | Rotherham United | - | Doncaster Rovers | 2:1 | ||
| 1st(1st leg): 28/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: Rotherham United | ||||
| 1st(1st leg) | Fulham FC | - | Peterborough United | 1:2 | ||
| 2nd (2nd leg) | Peterborough United | - | Fulham FC | 2:0 | ||
| 1st(1st leg): 28/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: Peterborough United | ||||
| 1st(1st leg) | Gillingham FC | - | Shrewsbury Town | 1:0 | ||
| 2nd (2nd leg) | Shrewsbury Town | - | Gillingham FC | 2:0 | ||
| 1st(1st leg): 28/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: Shrewsbury Town | ||||
| 1st(1st leg) | Grimsby Town | - | Crewe Alexandra | 2:1 | ||
| 2nd (2nd leg) | Crewe Alexandra | - | Grimsby Town | 1:0 | ||
| 1st(1st leg): 28/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: Crewe Alexandra | ||||
| 1st(1st leg) | Halifax Town | - | Lincoln City | 2:0 | ||
| 2nd (2nd leg) | Lincoln City | - | Halifax Town | 1:0 | ||
| 1st(1st leg): 28/08/1990 | 2nd (2nd leg): 05/09/1990 | Winner: Halifax Town | ||||
| 1st(1st leg) | Mansfield Town | - | Cardiff City | 1:1 | ||
| 2nd (2nd leg) | Cardiff City | - | Mansfield Town | 3:0 | ||
| 1st(1st leg): 28/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: Cardiff City | ||||
| 1st(1st leg) | Middlesbrough FC | - | Tranmere Rovers | 1:1 | ||
| 2nd (2nd leg) | Tranmere Rovers | - | Middlesbrough FC | 1:2 | ||
| 1st(1st leg): 28/08/1990 | 2nd (2nd leg): 03/09/1990 | Winner: Middlesbrough FC | ||||
| 1st(1st leg) | Preston North End | - | Chester City | 2:0 | ||
| 2nd (2nd leg) | Chester City | - | Preston North End | 5:1 | ||
| 1st(1st leg): 28/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: Chester City | ||||
| 1st(1st leg) | Reading FC | - | Oxford United | 0:1 | ||
| 2nd (2nd leg) | Oxford United | - | Reading FC | 2:1 | ||
| 1st(1st leg): 28/08/1990 | 2nd (2nd leg): 05/09/1990 | Winner: Oxford United | ||||
| 1st(1st leg) | Rochdale AFC | - | Scarborough FC | 4:0 | ||
| 2nd (2nd leg) | Scarborough FC | - | Rochdale AFC | 3:3 | ||
| 1st(1st leg): 28/08/1990 | 2nd (2nd leg): 05/09/1990 | Winner: Rochdale AFC | ||||
| 1st(1st leg) | Southend United | - | Aldershot FC | 2:1 | ||
| 2nd (2nd leg) | Aldershot FC | - | Southend United | 2:2 | ||
| 1st(1st leg): 28/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: Southend United | ||||
| 1st(1st leg) | Walsall FC | - | Cambridge United | 4:2 | ||
| 2nd (2nd leg) | Cambridge United | - | Walsall FC | 2:1 | ||
| 1st(1st leg): 28/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: Walsall FC | ||||
| 1st(1st leg) | Wigan Athletic | - | Barnsley FC | 0:1 | ||
| 2nd (2nd leg) | Barnsley FC | - | Wigan Athletic | 4:3 pso | ||
| 1st(1st leg): 28/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: Barnsley FC | ||||
| 1st(1st leg) | York City | - | Wrexham AFC | 0:1 | ||
| 2nd (2nd leg) | Wrexham AFC | - | York City | 2:0 | ||
| 1st(1st leg): 28/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: Wrexham AFC | ||||
| 1st(1st leg) | Bradford City | - | Bury FC | 2:0 | ||
| 2nd (2nd leg) | Bury FC | - | Bradford City | 3:2 | ||
| 1st(1st leg): 29/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: Bradford City | ||||
| 1st(1st leg) | Brighton & Hove Albion | - | Northampton Town | 0:2 | ||
| 2nd (2nd leg) | Northampton Town | - | Brighton & Hove Albion | 1:1 | ||
| 1st(1st leg): 29/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: Northampton Town | ||||
| 1st(1st leg) | Bristol Rovers | - | Torquay United | 1:2 | ||
| 2nd (2nd leg) | Torquay United | - | Bristol Rovers | 1:1 | ||
| 1st(1st leg): 29/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: Torquay United | ||||
| 1st(1st leg) | Exeter City | - | Notts County | 1:1 | ||
| 2nd (2nd leg) | Notts County | - | Exeter City | 1:0 | ||
| 1st(1st leg): 29/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: Notts County | ||||
| 1st(1st leg) | Huddersfield Town | - | Bolton Wanderers | 0:3 | ||
| 2nd (2nd leg) | Bolton Wanderers | - | Huddersfield Town | 2:1 | ||
| 1st(1st leg): 29/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: Bolton Wanderers | ||||
| 1st(1st leg) | Maidstone United | - | Leyton Orient | 2:2 | ||
| 2nd (2nd leg) | Leyton Orient | - | Maidstone United | 4:1 | ||
| 1st(1st leg): 29/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: Leyton Orient | ||||
| 1st(1st leg) | Stoke City | - | Swansea City | 0:0 | ||
| 2nd (2nd leg) | Swansea City | - | Stoke City | 0:1 | ||
| 1st(1st leg): 29/08/1990 | 2nd (2nd leg): 04/09/1990 | Winner: Stoke City | ||||
| 1st(1st leg) | West Bromwich Albion | - | Bristol City | 2:2 | ||
| 2nd (2nd leg) | Bristol City | - | West Bromwich Albion | 1:0 | ||
| 1st(1st leg): 29/08/1990 | 2nd (2nd leg): 05/09/1990 | Winner: Bristol City | ||||
