| Division One | |||
| 03/09/2005 | Shepley | 2 - 1 | Britannia Sports |
| 10/09/2005 | Uppermill | 0 - 2 | Shepley |
| 17/09/2005 | Shepley | 6 - 2 | Meltham Athletic |
| 24/09/2005 | Sovereign Sports | 2 - 0 | Shepley |
| 01/10/2005 | Shepley | 0 - 4 | Diggle |
| Sheffield Junior Challenge Cup Round Two | |||
| 08/10/2005 | Thorncliffe | 2 - 3 | Shepley |
| FA Challenge Cup Round One | |||
| 15/10/2005 | Shepley | 1 - 4 | Mount |
| 22/10/2005 | Shepley | 2 - 3 | Honley |
| 29/10/2005 | Heywood Sports | 1 - 1 | Shepley |
| 05/11/2005 | Shepley | 2 - 4 | Lepton Highlanders |
| Sheffield Junior Challenge Cup Round Three | |||
| 12/11/2005 | Shepley | 3 - 4 | Dale Tavern FC |
| 26/11/2005 | Wooldale Wanderers | 1 - 1 | Shepley |
| 03/12/2005 | Shepley | 1 - 6 | New Mill 94 |
| Barlow Cup Round Two | |||
| 10/12/2005 | Shepley | 8 - 6 | Britannia Sports |
| 07/01/2006 | Meltham Athletic | 2 - 0 | Shepley |
| 21/01/2006 | Grange Moor | 2 - 4 | Shepley |
| 28/01/2006 | Shepley | 1 - 4 | Sovereign Sports |
| 04/02/2006 | Britannia Sports | 2 - 2 | Shepley |
| Barlow Cup Round Three Quarter Final | |||
| 11/02/2006 | Shepley | 8 - 7 | Lindley Liberal |
| 18/02/2006 | Honley | 1 - 1 | Shepley |
| 25/02/2006 | Shepley | 2 - 2 | Heywood Sports |
| 04/03/2006 | Lepton Highlanders | 1 - 2 | Shepley |
| 11/03/2006 | Shepley | 10 - 2 | Grange Moor |
| 18/03/2006 | New Mill 94 | 1 - 1 | Shepley |
| 25/03/2006 | Diggle | 2 - 2 | Shepley |
| 08/04/2006 | Shepley | 1 - 3 | Uppermill |
| Barlow Cup Semi Final | |||
| 17/04/2006 | Shepley | 3 - 1 | Slaithwaite Utd |
| 29/04/2006 | Shepley | 3 - 2 | Wooldale Wanderers |
| Barlow Cup Final | |||
| 02/05/2006 | Shepley | 2 - 1 | New Mill 94 |