29th May 1999
| Final | Scunthorpe United | 1-0 | Leyton Orient |
19th May 1999
| Semi Final 2nd Leg | Scunthorpe United | 3-1 | Swansea City |
| Semi Final 2nd Leg | Rotherham United | 0-0 | Leyton Orient |
16th May 1999
| Semi Final 1st Leg | Swansea City | 1-0 | Scunthorpe United |
| Semi Final 1st Leg | Leyton Orient | 0-0 | Rotherham United |