| Division Five | |||
| 08/09/2001 | Primetime Terriers | 1 - 2 | Woolpack St John |
| 15/09/2001 | Woolpack St John | 0 - 4 | Prospect |
| 22/09/2001 | Springhead | 2 - 1 | Woolpack St John |
| 29/09/2001 | Woolpack St John | 1 - 3 | G.P.O. Sports |
| 06/10/2001 | Woolpack St John | 2 - 1 | Linthwaite Athletic |
| 13/10/2001 | Paddock Rangers | 1 - 1 | Woolpack St John |
| FA Challenge Cup Round One | |||
| 20/10/2001 | Woolpack St John | 1 - 5 | Aimbry |
| 27/10/2001 | Woolpack St John | 4 - 1 | Brook Motors |
| 03/11/2001 | Woolpack St John | 0 - 1 | Primetime Terriers |
| 17/11/2001 | Woolpack St John | 2 - 3 | G.P.O. Sports |
| 24/11/2001 | Prospect | 2 - 1 | Woolpack St John |
| 01/12/2001 | Woolpack St John | 1 - 4 | Springhead |
| Groom Cup Round One | |||
| 08/12/2001 | Marsden | 6 - 1 | Woolpack St John |
| 15/12/2001 | Paddock Rangers | 2 - 3 | Woolpack St John |
| 12/01/2002 | Woolpack St John | 1 - 3 | Brook Motors |
| 19/01/2002 | G.P.O. Sports | P - P | Woolpack St John |
| 26/01/2002 | Brook Motors | 0 - 1 | Woolpack St John |
| 02/02/2002 | Primetime Terriers | 4 - 3 | Woolpack St John |
| 09/02/2002 | Woolpack St John | 2 - 2 | Prospect |
| 16/02/2002 | Springhead | 3 - 1 | Woolpack St John |
| 02/03/2002 | Woolpack St John | 3 - 4 | Linthwaite Athletic |
| 09/03/2002 | Linthwaite Athletic | 1 - 1 | Woolpack St John |
| 30/03/2002 | Woolpack St John | 2 - 1 | Paddock Rangers |