| Division Four | |||
| 04/09/1999 | The Stag FC | 1 - 0 | Netherthong |
| 11/09/1999 | Netherthong | 1 - 0 | G.P.O. Sports |
| 18/09/1999 | Netherthong | 0 - 5 | Holmbridge |
| 25/09/1999 | Weavers | 4 - 0 | Netherthong |
| Sheffield Junior Trophy Round Two | |||
| 09/10/1999 | Royston Railway | 8 - 1 | Netherthong |
| 23/10/1999 | Netherthong | 1 - 4 | Hade Edge |
| 30/10/1999 | Woodman | 1 - 1 | Netherthong |
| 06/11/1999 | Aimbry | 2 - 1 | Netherthong |
| Groom Cup Round One | |||
| 13/11/1999 | Netherthong | 1 - 4 | Cravens |
| 20/11/1999 | Walkers Arms | 2 - 2 | Netherthong |
| 27/11/1999 | Netherthong | 0 - 0 | Scapegoat Hill Utd |
| 08/01/2000 | Upperthong SC | 3 - 1 | Netherthong |
| 15/01/2000 | Netherthong | 1 - 3 | Walkers Arms |
| 22/01/2000 | Netherthong | 2 - 6 | The Stag FC |
| 29/01/2000 | G.P.O. Sports | 3 - 1 | Netherthong |
| 05/02/2000 | Holmbridge | 4 - 3 | Netherthong |
| 26/02/2000 | Scapegoat Hill Utd | 4 - 1 | Netherthong |
| 11/03/2000 | Netherthong | 2 - 0 | Upperthong SC |
| 18/03/2000 | Netherthong | 3 - 1 | Woodman |
| 25/03/2000 | Netherthong | 1 - 6 | Aimbry |
| 08/04/2000 | Netherthong | 2 - 3 | Weavers |
| 22/04/2000 | Hade Edge | 6 - 0 | Netherthong |