| Division Three | |||
| 25/08/1999 | Cravens | 0 - 5 | Netherton |
| 01/09/1999 | Cartworth Moor | 2 - 4 | Netherton |
| 11/09/1999 | Little John | 1 - 3 | Netherton |
| 18/09/1999 | Netherton | 1 - 0 | Uppermill |
| 25/09/1999 | Cumberworth | 0 - 1 | Netherton |
| 02/10/1999 | Netherton | 2 - 3 | Black Star |
| 09/10/1999 | H.V.Academicals | 0 - 2 | Netherton |
| FA Challenge Cup Round One | |||
| 16/10/1999 | Scapegoat Hill Utd | 1 - 2 | Netherton |
| 23/10/1999 | Lindley | 3 - 6 | Netherton |
| 30/10/1999 | Netherton | 6 - 1 | KKS Ashbrow |
| 06/11/1999 | Flockton FC | 4 - 2 | Netherton |
| 13/11/1999 | Netherton | 2 - 1 | Golcar Utd |
| FA Challenge Cup Round Two | |||
| 20/11/1999 | Marsden (WR) | 2 - 1 | Netherton |
| 27/11/1999 | Netherton | 4 - 2 | Flockton FC |
| Groom Cup Round One | |||
| 08/01/2000 | Moldgreen | 0 - 1 | Netherton |
| Groom Cup Round Two | |||
| 15/01/2000 | Netherton | 6 - 3 | Cravens |
| 22/01/2000 | Uppermill | 4 - 3 | Netherton |
| 29/01/2000 | Netherton | 2 - 0 | Cartworth Moor |
| 12/02/2000 | Netherton | 4 - 2 | Little John |
| 19/02/2000 | Netherton | 3 - 0 | Lindley |
| 26/02/2000 | Netherton | 3 - 1 | Cumberworth |
| 04/03/2000 | Black Star | 1 - 4 | Netherton |
| Groom Cup Round Three Quarter Final | |||
| 11/03/2000 | Holmbridge | 1 - 4 | Netherton |
| 18/03/2000 | Netherton | 0 - 0 | Cravens |
| 01/04/2000 | Golcar Utd | 0 - 4 | Netherton |
| Groom Cup Semi Final | |||
| 04/04/2000 | Cumberworth | P - P | Netherton |
| 08/04/2000 | KKS Ashbrow | 2 - 0 | Netherton |
| 15/04/2000 | New Mill 94 | 1 - 1 | Netherton |
| 18/04/2000 | Netherton | 3 - 1 | H.V.Academicals |
| 29/04/2000 | Netherton | 0 - 2 | New Mill 94 |