| Division One |
| 05/09/2009 |
Hepworth Utd |
3 - 3 |
Shepley |
| 12/09/2009 |
Shepley |
2 - 2 |
Newsome WMC |
| 19/09/2009 |
Shepley |
4 - 4 |
Hepworth Utd |
| 26/09/2009 |
Uppermill |
1 - 2 |
Shepley |
| 03/10/2009 |
Shepley |
6 - 1 |
Meltham Athletic |
| 17/10/2009 |
Wooldale Wanderers |
1 - 5 |
Shepley |
| 24/10/2009 |
Shepley |
2 - 4 |
Britannia Sports |
| 31/10/2009 |
Cumberworth |
1 - 3 |
Shepley |
| 07/11/2009 |
Shepley |
2 - 0 |
Diggle |
| 28/11/2009 |
Heywood Irish Centre FC |
3 - 5 |
Shepley |
| Barlow Cup Round One |
| 12/12/2009 |
Diggle |
4 - 1 |
Shepley |
| 23/01/2010 |
Britannia Sports |
2 - 3 |
Shepley |
| 06/02/2010 |
Meltham Athletic |
1 - 4 |
Shepley |
| 13/02/2010 |
Shepley |
3 - 2 |
Uppermill |
| FA Challenge Cup Round Two |
| 20/02/2010 |
Shepley |
4 - 1 |
Britannia Sports |
| FA Challenge Cup Round Three |
| 06/03/2010 |
Lepton Highlanders |
2 - 2 |
Shepley |
| 13/03/2010 |
Shepley |
0 - 0 |
Lepton Highlanders |
| FA Challenge Cup Round Four Quarter Final |
| 20/03/2010 |
Lamb Inn FC |
4 - 2 |
Shepley |
| 27/03/2010 |
Shepley |
Void |
Wooldale Wanderers |
| 03/04/2010 |
Shepley |
3 - 2 |
Heywood Irish Centre FC |
| 10/04/2010 |
Lepton Highlanders |
6 - 2 |
Shepley |
| 13/04/2010 |
Diggle |
2 - 1 |
Shepley |
| 22/04/2010 |
Moldgreen |
5 - 3 |
Shepley |
| 24/04/2010 |
Newsome WMC |
11 - 1 |
Shepley |
| 27/04/2010 |
Shepley |
6 - 1 |
Moldgreen |
| 29/04/2010 |
Shepley |
3 - 1 |
Cumberworth |