| Division Four | |||
| 06/09/2003 | Holmbridge | 5 - 1 | Deanhousemuir |
| Sheffield Junior Challenge Cup Round One | |||
| 13/09/2003 | Deanhousemuir | 1 - 5 | Tomtreddlehoyle FC |
| 20/09/2003 | Scapegoat Hill Utd | 2 - 4 | Deanhousemuir |
| 27/09/2003 | Deanhousemuir | 3 - 1 | Lockwood |
| 04/10/2003 | Weavers | 3 - 0 | Deanhousemuir |
| 11/10/2003 | Deanhousemuir | 4 - 1 | Marsden |
| FA Challenge Cup Round One | |||
| 18/10/2003 | Kirkheaton Rovers | 2 - 0 | Deanhousemuir |
| 25/10/2003 | Cartworth Moor | 2 - 4 | Deanhousemuir |
| 01/11/2003 | Deanhousemuir | 4 - 4 | Linthwaite Athletic |
| Groom Cup Round One | |||
| 08/11/2003 | Deanhousemuir | 2 - 5 | Space FC |
| 22/11/2003 | Cravens | 3 - 3 | Deanhousemuir |
| 29/11/2003 | Deanhousemuir | 1 - 2 | Scapegoat Hill Utd |
| 06/12/2003 | Deanhousemuir | 3 - 1 | Flockton FC |
| 13/12/2003 | Marsden | 3 - 4 | Deanhousemuir |
| 20/12/2003 | Deanhousemuir | 1 - 0 | Weavers |
| 17/01/2004 | Deanhousemuir | 0 - 7 | Holmbridge |
| 24/01/2004 | Deanhousemuir | 3 - 1 | Cravens |
| 07/02/2004 | Flockton FC | 5 - 3 | Deanhousemuir |
| 14/02/2004 | Linthwaite Athletic | 9 - 0 | Deanhousemuir |
| 06/03/2004 | Deanhousemuir | 2 - 1 | Cartworth Moor |
| 13/03/2004 | Lockwood | 5 - 2 | Deanhousemuir |
| 20/03/2004 | Deanhousemuir | 1 - 3 | Fenay Bridge FC |
| 27/03/2004 | Fenay Bridge FC | 2 - 1 | Deanhousemuir |