| Division Three | |||
| 02/09/2006 | H.V.Academicals | 1 - 3 | Cumberworth |
| 09/09/2006 | Cumberworth | 3 - 3 | Sikh Leisure Centre |
| 16/09/2006 | Scissett | 2 - 0 | Cumberworth |
| 23/09/2006 | Cumberworth | 3 - 0 | Skelmanthorpe |
| 30/09/2006 | Shelley | 3 - 2 | Cumberworth |
| 07/10/2006 | Cumberworth | 8 - 1 | The Stag FC |
| Sheffield Junior Challenge Cup Round One | |||
| 14/10/2006 | New Mill 94 | 1 - 0 | Cumberworth |
| FA Challenge Cup Round One | |||
| 21/10/2006 | Clothiers Arms | 0 - 5 | Cumberworth |
| 04/11/2006 | Cumberworth | 9 - 2 | Shelley |
| Groom Cup Round One | |||
| 11/11/2006 | Paddock Rangers | 0 - 3 | Cumberworth |
| FA Challenge Cup Round Two | |||
| 18/11/2006 | Cumberworth | 0 - 0 | Kirkheaton Rovers |
| 25/11/2006 | Westend | 6 - 1 | Cumberworth |
| 02/12/2006 | Cumberworth | 3 - 2 | Heyside FC |
| 30/12/2006 | Cumberworth | 0 - 1 | Lindley |
| 06/01/2007 | Cumberworth | 3 - 4 | Scissett |
| 27/01/2007 | Sikh Leisure Centre | 0 - 1 | Cumberworth |
| 03/02/2007 | Cumberworth | 1 - 0 | H.V.Academicals |
| Groom Cup Round Two | |||
| 10/02/2007 | Fenay Bridge | 0 - 8 | Cumberworth |
| FA Challenge Cup Round Three | |||
| 17/02/2007 | Meltham Ath (WR) | 6 - 1 | Cumberworth |
| 03/03/2007 | Paddock Rangers | 0 - 2 | Cumberworth |
| 10/03/2007 | Cumberworth | 7 - 1 | Paddock Rangers |
| 17/03/2007 | Lindley | 4 - 1 | Cumberworth |
| Groom Cup Round Three Quarter Final | |||
| 24/03/2007 | Heyside FC | 3 - 4 | Cumberworth |
| 31/03/2007 | The Stag FC | 3 - 2 | Cumberworth |
| 07/04/2007 | Skelmanthorpe | 0 - 2 | Cumberworth |
| Groom Cup Semi Final | |||
| 09/04/2007 | Cumberworth | P - P | Dalton Crusaders |
| 14/04/2007 | Cumberworth | 1 - 1 | Westend |
| 21/04/2007 | Heyside FC | 0 - 4 | Cumberworth |
| Groom Cup Final | |||
| 08/05/2007 | Cumberworth | 5 - 3 | Westend |