| Division One | |||
| 03/09/2005 | Heywood Sports | 2 - 2 | Diggle |
| 10/09/2005 | Diggle | 2 - 2 | Lepton Highlanders |
| 17/09/2005 | Wooldale Wanderers | 3 - 5 | Diggle |
| 24/09/2005 | Diggle | 2 - 2 | New Mill 94 |
| 01/10/2005 | Shepley | 0 - 4 | Diggle |
| 08/10/2005 | Diggle | 0 - 2 | Uppermill |
| FA Challenge Cup Round One | |||
| 15/10/2005 | Moldgreen Con | 1 - 6 | Diggle |
| 22/10/2005 | Sovereign Sports | 2 - 2 | Diggle |
| 29/10/2005 | Diggle | 6 - 1 | Sovereign Sports |
| 26/11/2005 | Grange Moor | 3 - 2 | Diggle |
| 10/12/2005 | Uppermill | 0 - 1 | Diggle |
| 07/01/2006 | Diggle | 1 - 4 | Wooldale Wanderers |
| Barlow Cup Round Two | |||
| 14/01/2006 | New Mill 94 | 3 - 1 | Diggle |
| FA Challenge Cup Round Two | |||
| 21/01/2006 | Diggle | 1 - 4 | Collegians |
| 28/01/2006 | New Mill 94 | 1 - 0 | Diggle |
| 04/02/2006 | Diggle | 3 - 1 | Meltham Athletic |
| 11/02/2006 | Meltham Athletic | 2 - 3 | Diggle |
| 18/02/2006 | Diggle | 8 - 2 | Grange Moor |
| 25/02/2006 | Britannia Sports | 3 - 3 | Diggle |
| 18/03/2006 | Honley | 5 - 2 | Diggle |
| 25/03/2006 | Diggle | 2 - 2 | Shepley |
| 22/04/2006 | Lepton Highlanders | 1 - 3 | Diggle |
| 25/04/2006 | Diggle | 1 - 2 | Honley |
| 29/04/2006 | Diggle | 3 - 4 | Heywood Sports |
| 04/05/2006 | Diggle | 2 - 0 | Britannia Sports |