| Saturday 5th September 1998 | F.A. Challenge Cup Preliminary Round | ||
|---|---|---|---|
| Ramsbottom United | 0-0 | Maine Road | |
| F.A. Challenge Cup Preliminary Round Replay | |||
|---|---|---|---|
| Maine Road | 2-1 | Ramsbottom United |
| Saturday 10th October 1998 | F.A. Carlsberg Vase 2nd Qualifying Round | ||
|---|---|---|---|
| Shildon | 2-3 | Maine Road | |
| Saturday 7th November 1998 | F.A. Carlsberg Vase 1st Round | ||
|---|---|---|---|
| Maine Road | 2-2 | Brodsworth Miners Welfare | |
| (After Extra Time, 2-2 after 90 mins) | |||
| Tuesday 10th November 1998 | F.A. Carlsberg Vase | ||
|---|---|---|---|
| Brodsworth Miners Welfare | 1-3 | Maine Road | |
| (After Extra Time, 1-1 after 90 mins) | |||
| Saturday 28th November 1998 | F.A. Carlsberg Vase 2nd Round | ||
|---|---|---|---|
| Dunston Federation Brewery | 2-1 | Maine Road | |
