| Division One | |||
| 06/09/2003 | Shepley | 3 - 1 | Skelmanthorpe |
| Sheffield Junior Challenge Cup Round One | |||
| 13/09/2003 | Crofton AFC | 0 - 4 | Shepley |
| 20/09/2003 | Shepley | 2 - 0 | Grange Moor |
| 27/09/2003 | Honley | 3 - 0 | Shepley |
| 04/10/2003 | Shepley | 1 - 2 | Britannia Sports |
| Sheffield Junior Challenge Cup Round Two | |||
| 11/10/2003 | Shepley | 3 - 1 | Holmbridge |
| FA Challenge Cup Round One | |||
| 18/10/2003 | Royal Milnsbridge (WL | 0 - 7 | Shepley |
| 25/10/2003 | Shepley | 2 - 0 | Heywood Sports |
| 01/11/2003 | Diggle | 1 - 1 | Shepley |
| Sheffield Junior Challenge Cup Round Three | |||
| 08/11/2003 | Shepley | 3 - 0 | Civil Service FC |
| FA Challenge Cup Round Two | |||
| 15/11/2003 | Scholes | 1 - 3 | Shepley |
| 22/11/2003 | Shepley | 1 - 1 | Meltham Athletic |
| Barlow Cup Round One | |||
| 29/11/2003 | Kirkburton | 1 - 2 | Shepley |
| 06/12/2003 | Slaithwaite Utd | 0 - 4 | Shepley |
| Sheffield Junior Challenge Cup Round Four | |||
| 13/12/2003 | Shepley | 2 - 3 | Nostell MW FC |
| FA Challenge Cup Round Three | |||
| 20/12/2003 | Heywood Sports | 3 - 1 | Shepley |
| 03/01/2004 | Shepley | 3 - 0 | Wooldale Wanderers |
| Barlow Cup Round Two | |||
| 10/01/2004 | Shepley | 3 - 2 | Sovereign Sports |
| 17/01/2004 | Skelmanthorpe | 1 - 2 | Shepley |
| 24/01/2004 | Grange Moor | 0 - 3 | Shepley |
| 07/02/2004 | Britannia Sports | 0 - 3 | Shepley |
| 21/02/2004 | Kirkburton | 0 - 3 | Shepley |
| 06/03/2004 | Kirkheaton Rovers | 0 - 1 | Shepley |
| Barlow Cup Round Three Quarter Final | |||
| 13/03/2004 | Shepley | 1 - 6 | Meltham Athletic |
| 27/03/2004 | Shepley | 0 - 1 | Kirkheaton Rovers |
| 03/04/2004 | Heywood Sports | 2 - 5 | Shepley |
| 08/04/2004 | Shepley | 2 - 0 | Kirkburton |
| 10/04/2004 | Wooldale Wanderers | 1 - 2 | Shepley |
| 13/04/2004 | Shepley | 3 - 2 | Honley |
| 17/04/2004 | Shepley | 5 - 0 | Slaithwaite Utd |
| 20/04/2004 | Meltham Athletic | 1 - 2 | Shepley |
| 24/04/2004 | Shepley | 1 - 0 | Diggle |