| Division One | |||
| 03/09/2005 | Heywood Sports | 2 - 2 | Diggle |
| 17/09/2005 | Heywood Sports | 1 - 3 | Honley |
| 24/09/2005 | Britannia Sports | 3 - 4 | Heywood Sports |
| West Riding Challenge Cup Round One | |||
| 01/10/2005 | Heywood Sports | 2 - 0 | Panal Sports |
| 08/10/2005 | Honley | 5 - 1 | Heywood Sports |
| FA Challenge Cup Round One | |||
| 15/10/2005 | Lindley | 1 - 5 | Heywood Sports |
| 22/10/2005 | New Mill 94 | 1 - 1 | Heywood Sports |
| 29/10/2005 | Heywood Sports | 1 - 1 | Shepley |
| West Riding Challenge Cup Round Two | |||
| 05/11/2005 | Ripon City Magnets | 1 - 2 | Heywood Sports |
| Barlow Cup Round One | |||
| 12/11/2005 | Netherton | 0 - 1 | Heywood Sports |
| 26/11/2005 | Heywood Sports | 3 - 4 | Meltham Athletic |
| West Riding Challenge Cup Round Three | |||
| 10/12/2005 | Campion | 5 - 1 | Heywood Sports |
| 07/01/2006 | Sovereign Sports | 3 - 4 | Heywood Sports |
| Barlow Cup Round Two | |||
| 14/01/2006 | Heywood Sports | 2 - 4 | Lindley Liberal |
| FA Challenge Cup Round Two | |||
| 21/01/2006 | Space FC | 4 - 5 | Heywood Sports |
| 28/01/2006 | Heywood Sports | 5 - 2 | Britannia Sports |
| 04/02/2006 | Heywood Sports | 2 - 0 | Lepton Highlanders |
| 11/02/2006 | Wooldale Wanderers | 2 - 1 | Heywood Sports |
| FA Challenge Cup Round Three | |||
| 18/02/2006 | Westend | 2 - 3 | Heywood Sports |
| 25/02/2006 | Shepley | 2 - 2 | Heywood Sports |
| 04/03/2006 | Heywood Sports | 2 - 1 | Uppermill |
| FA Challenge Cup Round Four Quarter Final | |||
| 18/03/2006 | Golcar Utd (WR) | 2 - 1 | Heywood Sports |
| 25/03/2006 | Lepton Highlanders | 1 - 4 | Heywood Sports |
| 01/04/2006 | Heywood Sports | 14 - 0 | Grange Moor |
| 08/04/2006 | Grange Moor | P - P | Heywood Sports |
| 11/04/2006 | Meltham Athletic | 0 - 0 | Heywood Sports |
| 15/04/2006 | Heywood Sports | 2 - 2 | Sovereign Sports |
| 18/04/2006 | Uppermill | 2 - 5 | Heywood Sports |
| 22/04/2006 | Heywood Sports | 2 - 1 | New Mill 94 |
| 25/04/2006 | Heywood Sports | 2 - 1 | Wooldale Wanderers |
| 29/04/2006 | Diggle | 3 - 4 | Heywood Sports |