| Saturday 1st September 2001 | F.A. Challenge Cup Preliminary Round | ||
|---|---|---|---|
| Glasshoughton Welfare | 0-2 | Winsford United | |
| Saturday 15th September 2001 | F.A. Challenge Cup 1st Qualifying Round | ||
|---|---|---|---|
| Harrogate Railway Athletic | 1-1 | Winsford United | |
| Tuesday 18th September 2001 | F.A. Challenge Cup 1st Qualifying Round Replay | ||
|---|---|---|---|
| Winsford United | 1-4 | Harrogate Railway Athletic | |
| Saturday 20th October 2001 | F.A. Carlsberg Vase 1st Round | ||
|---|---|---|---|
| Newcastle Blue Star | 0-5 | Winsford United | |
| Saturday 10th November 2001 | F.A. Carlsberg Vase 2nd Round | ||
|---|---|---|---|
| Winsford United | 2-4 | St Helens Town | |
