| Division One | |||
| 06/09/2003 | Heywood Sports | 2 - 1 | Honley |
| 13/09/2003 | Britannia Sports | 2 - 1 | Heywood Sports |
| 20/09/2003 | Heywood Sports | 2 - 1 | Diggle |
| 27/09/2003 | Kirkheaton Rovers | 0 - 3 | Heywood Sports |
| 04/10/2003 | Kirkburton | 2 - 4 | Heywood Sports |
| 11/10/2003 | Heywood Sports | 0 - 2 | Meltham Athletic |
| FA Challenge Cup Round One | |||
| 18/10/2003 | Heywood Sports | 5 - 3 | Britannia Sports |
| 25/10/2003 | Shepley | 2 - 0 | Heywood Sports |
| West Riding Challenge Cup Round Two | |||
| 01/11/2003 | Tyersal | 3 - 0 | Heywood Sports |
| Barlow Cup Round Two | |||
| 08/11/2003 | Heywood Sports | 0 - 1 | Mount |
| FA Challenge Cup Round Two | |||
| 15/11/2003 | Holmbridge | 3 - 4 | Heywood Sports |
| 22/11/2003 | Skelmanthorpe | 0 - 0 | Heywood Sports |
| 29/11/2003 | Heywood Sports | 7 - 4 | Wooldale Wanderers |
| 06/12/2003 | Grange Moor | 2 - 4 | Heywood Sports |
| 13/12/2003 | Heywood Sports | 2 - 0 | Slaithwaite Utd |
| FA Challenge Cup Round Three | |||
| 20/12/2003 | Heywood Sports | 3 - 1 | Shepley |
| 03/01/2004 | Heywood Sports | 6 - 3 | Britannia Sports |
| 10/01/2004 | Honley | 1 - 1 | Heywood Sports |
| 24/01/2004 | Diggle | 1 - 0 | Heywood Sports |
| 07/02/2004 | Heywood Sports | 4 - 1 | Kirkburton |
| FA Challenge Cup Round Four Quarter Final | |||
| 21/02/2004 | Heywood Sports | 3 - 1 | Berry Brow Lib |
| 06/03/2004 | Heywood Sports | 3 - 0 | Skelmanthorpe |
| 13/03/2004 | Wooldale Wanderers | 0 - 6 | Heywood Sports |
| 20/03/2004 | Heywood Sports | 3 - 0 | Kirkheaton Rovers |
| 27/03/2004 | Heywood Sports | 5 - 0 | Grange Moor |
| 03/04/2004 | Heywood Sports | 2 - 5 | Shepley |
| FA Challenge Cup Semi Final | |||
| 17/04/2004 | Heywood Sports | 1 - 2 | Golcar Utd (WR) |
| 24/04/2004 | Slaithwaite Utd | 3 - 4 | Heywood Sports |
| 01/05/2004 | Meltham Athletic | 5 - 3 | Heywood Sports |