| Division Three | |||
| 06/09/2003 | Cumberworth | 5 - 0 | Shelley |
| Sheffield Junior Challenge Cup Round One | |||
| 13/09/2003 | Cumberworth | 2 - 5 | Wakefield FC |
| 20/09/2003 | Cumberworth | 3 - 1 | KKS Ashbrow |
| 27/09/2003 | Scholes | 0 - 1 | Cumberworth |
| 04/10/2003 | H.V.Academicals | 0 - 5 | Cumberworth |
| 11/10/2003 | Cumberworth | 3 - 1 | H.V.Academicals |
| 25/10/2003 | Golcar Utd | 1 - 1 | Cumberworth |
| 01/11/2003 | Cumberworth | 3 - 0 | The Stag FC |
| Groom Cup Round One | |||
| 08/11/2003 | Cumberworth | 1 - 3 | Scholes |
| FA Challenge Cup Round Two | |||
| 15/11/2003 | Storthes Hall (WR) | 4 - 1 | Cumberworth |
| 22/11/2003 | Berry Brow Lib | 0 - 1 | Cumberworth |
| 29/11/2003 | Cumberworth | 2 - 1 | Yorkshire Lions |
| 06/12/2003 | Aimbry | 3 - 0 | Cumberworth |
| 13/12/2003 | Cumberworth | 1 - 1 | Aimbry |
| 20/12/2003 | The Stag FC | 1 - 1 | Cumberworth |
| 07/02/2004 | Hade Edge | 2 - 0 | Cumberworth |
| 14/02/2004 | Yorkshire Lions | 1 - 2 | Cumberworth |
| 21/02/2004 | Shelley | 0 - 1 | Cumberworth |
| 06/03/2004 | Cumberworth | 4 - 2 | Scholes |
| 13/03/2004 | Cumberworth | 4 - 1 | Hade Edge |
| 27/03/2004 | KKS Ashbrow | 3 - 0 | Cumberworth |
| 03/04/2004 | Cumberworth | 3 - 1 | Golcar Utd |
| 17/04/2004 | Cumberworth | 0 - 0 | Berry Brow Lib |