| Division Four | |||
| 07/09/2002 | Deanhousemuir | 3 - 3 | Holmbridge |
| Sheffield Junior Challenge Cup Round One | |||
| 14/09/2002 | G & T's FC | 7 - 8 | Deanhousemuir |
| 21/09/2002 | Deanhousemuir | 1 - 2 | Fenay Bridge FC |
| 28/09/2002 | Linthwaite Athletic | 4 - 1 | Deanhousemuir |
| 05/10/2002 | Springhead | 0 - 5 | Deanhousemuir |
| Sheffield Junior Challenge Cup Round Two | |||
| 12/10/2002 | Deanhousemuir | 1 - 4 | Shepley |
| FA Challenge Cup Round One | |||
| 19/10/2002 | Deanhousemuir | 2 - 6 | KKS Ashbrow |
| 26/10/2002 | Netherthong | 4 - 3 | Deanhousemuir |
| 02/11/2002 | Deanhousemuir | 0 - 2 | The Stag FC |
| 09/11/2002 | Holmbridge | 4 - 3 | Deanhousemuir |
| 23/11/2002 | Cartworth Moor | 0 - 2 | Deanhousemuir |
| 30/11/2002 | Deanhousemuir | 5 - 0 | Weavers |
| 21/12/2002 | Deanhousemuir | 1 - 3 | Shelley |
| 28/12/2002 | Deanhousemuir | 2 - 0 | Cartworth Moor |
| 18/01/2003 | Deanhousemuir | 2 - 1 | Flockton FC |
| Groom Cup Round One | |||
| 25/01/2003 | Lepton Highlanders | 1 - 0 | Deanhousemuir |
| 01/02/2003 | Deanhousemuir | 0 - 2 | Linthwaite Athletic |
| 08/02/2003 | The Stag FC | 6 - 0 | Deanhousemuir |
| 15/02/2003 | Flockton FC | 7 - 3 | Deanhousemuir |
| 22/02/2003 | Deanhousemuir | 2 - 4 | Netherthong |
| 01/03/2003 | Scapegoat Hill Utd | 4 - 2 | Deanhousemuir |
| 08/03/2003 | Fenay Bridge FC | 1 - 6 | Deanhousemuir |
| 15/03/2003 | Weavers | 2 - 5 | Deanhousemuir |
| 22/03/2003 | Shelley | 3 - 0 | Deanhousemuir |
| 29/03/2003 | Deanhousemuir | 2 - 3 | Scapegoat Hill Utd |
| 05/04/2003 | Deanhousemuir | 2 - 4 | Springhead |