| Saturday 19th September 1998 | F.A. Challenge Cup 1st Qualifying Round | ||
|---|---|---|---|
| Halesowen Harriers | 1-2 | Nantwich Town | |
| Saturday 3rd October 1998 | F.A. Challenge Cup 2nd Qualifying Round | ||
|---|---|---|---|
| Nantwich Town | 1-1 | Raunds Town | |
| Tuesday 6th October 1998 | F.A. Challenge Cup 2nd Qualifying Round Replay | ||
|---|---|---|---|
| Raunds Town | 2-0 | Nantwich Town | |
| Sunday 11th October 1998 | F.A. Carlsberg Vase 2nd Qualifying Round | ||
|---|---|---|---|
| Nantwich Town | 4-1 | Glapwell | |
| Saturday 7th November 1998 | F.A. Carlsberg Vase 1st Round | ||
|---|---|---|---|
| Northampton Spencer | 2-4 | Nantwich Town | |
| Saturday 28th November 1998 | F.A. Carlsberg Vase 2nd Round | ||
|---|---|---|---|
| Staveley Miners Welfare | 1-0 | Nantwich Town | |
