| Reserve Division One | |||
| 25/08/1999 | Honley | 3 - 3 | Britannia Sports |
| 01/09/1999 | Britannia Sports | 1 - 2 | Diggle |
| 04/09/1999 | Berry Brow Lib | 2 - 4 | Britannia Sports |
| 11/09/1999 | Britannia Sports | 2 - 4 | Slaithwaite Utd |
| 18/09/1999 | Heywood Sports | 1 - 3 | Britannia Sports |
| 25/09/1999 | Britannia Sports | 1 - 2 | Almondbury Utd |
| 02/10/1999 | Kirkheaton Rovers | 3 - 3 | Britannia Sports |
| 09/10/1999 | Shepley | 2 - 2 | Britannia Sports |
| FA Junior Cup Round One | |||
| 16/10/1999 | Britannia Sports | 3 - 1 | Honley |
| 23/10/1999 | Britannia Sports | 3 - 3 | Brackenhall Utd |
| 30/10/1999 | Uppermill Res | 4 - 4 | Britannia Sports |
| 06/11/1999 | Britannia Sports | 3 - 2 | Shelley |
| Richardson Cup Round One | |||
| 13/11/1999 | Britannia Sports | 3 - 2 | Almondbury Utd 'A' |
| FA Junior Cup Round Two | |||
| 20/11/1999 | Britannia Sports | 1 - 4 | Almondbury Utd |
| 27/11/1999 | Kirkburton | 1 - 4 | Britannia Sports |
| Richardson Cup Round Two | |||
| 08/01/2000 | Britannia Sports | 3 - 1 | Marsden |
| 15/01/2000 | Brackenhall Utd | 0 - 0 | Britannia Sports |
| 22/01/2000 | Britannia Sports | 1 - 1 | Honley |
| 29/01/2000 | Britannia Sports | 1 - 2 | Heywood Sports |
| 05/02/2000 | Britannia Sports | 2 - 8 | Berry Brow Lib |
| Richardson Cup Round Three Quarter Final | |||
| 12/02/2000 | Britannia Sports | 0 - 2 | Almondbury Utd |
| 19/02/2000 | Britannia Sports | 1 - 2 | Kirkburton |
| 26/02/2000 | Britannia Sports | 1 - 3 | Lindley Liberal |
| 04/03/2000 | Britannia Sports | 2 - 5 | Kirkheaton Rovers |
| 11/03/2000 | Lindley Liberal | 7 - 3 | Britannia Sports |
| 18/03/2000 | Britannia Sports | 2 - 3 | Shepley |
| 25/03/2000 | Britannia Sports | 3 - 0 | Uppermill Res |
| 01/04/2000 | Shelley | 3 - 2 | Britannia Sports |
| 08/04/2000 | Diggle | 1 - 5 | Britannia Sports |
| 15/04/2000 | Slaithwaite Utd | 3 - 1 | Britannia Sports |
| 22/04/2000 | Almondbury Utd | 3 - 0 | Britannia Sports |