| Division One | |||
| 29/08/2001 | Wooldale Wanderers | P - P | Heywood Sports |
| 05/09/2001 | Honley | 4 - 3 | Wooldale Wanderers |
| 08/09/2001 | Wooldale Wanderers | 0 - 1 | Diggle |
| Sheffield Junior Challenge Cup Round One | |||
| 15/09/2001 | Shepley | 6 - 0 | Wooldale Wanderers |
| 22/09/2001 | Wooldale Wanderers | 2 - 0 | Lindley Liberal |
| 29/09/2001 | Kirkheaton Rovers | 1 - 7 | Wooldale Wanderers |
| 06/10/2001 | Shepley | 1 - 1 | Wooldale Wanderers |
| 13/10/2001 | Diggle | 3 - 2 | Wooldale Wanderers |
| FA Challenge Cup Round One | |||
| 20/10/2001 | Wooldale Wanderers | 5 - 0 | Moldgreen Con (WL) |
| 27/10/2001 | Brackenhall Utd | 1 - 0 | Wooldale Wanderers |
| 03/11/2001 | Wooldale Wanderers | 4 - 1 | Shepley |
| Barlow Cup Round One | |||
| 10/11/2001 | Wooldale Wanderers | 7 - 2 | Kirkburton |
| FA Challenge Cup Round Two | |||
| 17/11/2001 | Sikh Temple Stars | 1 - 3 | Wooldale Wanderers |
| 24/11/2001 | Slaithwaite Utd | 2 - 1 | Wooldale Wanderers |
| 01/12/2001 | Heywood Sports | 1 - 1 | Wooldale Wanderers |
| Barlow Cup Round Two | |||
| 08/12/2001 | Wooldale Wanderers | 4 - 1 | Brackenhall Utd |
| FA Challenge Cup Round Three | |||
| 15/12/2001 | Kirkheaton Rovers | P - P | Wooldale Wanderers |
| 12/01/2002 | Kirkburton | 2 - 4 | Wooldale Wanderers |
| FA Challenge Cup Round Four Quarter Final | |||
| 19/01/2002 | Stothes Hall (WR) | 1 - 0 | Wooldale Wanderers |
| 16/02/2002 | Grange Moor | 2 - 2 | Wooldale Wanderers |
| 02/03/2002 | Wooldale Wanderers | 1 - 2 | Slaithwaite Utd |
| Barlow Cup Round Three Quarter Final | |||
| 09/03/2002 | Wooldale Wanderers | 1 - 5 | Diggle |
| 16/03/2002 | Wooldale Wanderers | 3 - 3 | Kirkburton |
| 23/03/2002 | Wooldale Wanderers | 4 - 6 | Grange Moor |
| 30/03/2002 | Lindley Liberal | 2 - 2 | Wooldale Wanderers |
| 06/04/2002 | Wooldale Wanderers | 6 - 1 | Kirkheaton Rovers |
| 09/04/2002 | Britannia Sports | 2 - 1 | Wooldale Wanderers |
| 13/04/2002 | Wooldale Wanderers | 1 - 3 | Honley |
| 20/04/2002 | Wooldale Wanderers | 0 - 0 | Britannia Sports |
| 27/04/2002 | Wooldale Wanderers | 0 - 2 | Brackenhall Utd |