| Division Three | |||
| 29/08/2001 | Cumberworth | 3 - 0 | Cartworth Moor |
| 05/09/2001 | Hade Edge | 1 - 2 | Cumberworth |
| 08/09/2001 | KKS Ashbrow | 2 - 0 | Cumberworth |
| Sheffield Junior Challenge Cup Round One | |||
| 15/09/2001 | Hoyland Nether FC | 2 - 1 | Cumberworth |
| 22/09/2001 | Moldgreen | 5 - 0 | Cumberworth |
| 29/09/2001 | Cumberworth | 1 - 2 | Berry Brow Lib |
| 06/10/2001 | Scapegoat Hill Utd | 1 - 2 | Cumberworth |
| 13/10/2001 | Cumberworth | 4 - 3 | Netherthong |
| FA Challenge Cup Round One | |||
| 20/10/2001 | Berry Brow Lib | 4 - 8 | Cumberworth |
| 27/10/2001 | Berry Brow Lib | 1 - 2 | Cumberworth |
| 03/11/2001 | Cumberworth | 1 - 2 | KKS Ashbrow |
| Groom Cup Round One | |||
| 10/11/2001 | Cumberworth | 1 - 3 | Cravens |
| FA Challenge Cup Round Two | |||
| 17/11/2001 | Cumberworth | 0 - 2 | Heywood Sports |
| 24/11/2001 | Cumberworth | 1 - 3 | Golcar Utd |
| 01/12/2001 | Cumberworth | 1 - 4 | Marsden |
| 08/12/2001 | Cumberworth | 2 - 1 | Weavers |
| 15/12/2001 | Weavers | 0 - 1 | Cumberworth |
| 12/01/2002 | Cumberworth | 3 - 1 | Little John |
| 19/01/2002 | Netherthong | 2 - 2 | Cumberworth |
| 26/01/2002 | Cumberworth | 2 - 3 | Uppermill |
| 02/02/2002 | Flockton FC | 1 - 3 | Cumberworth |
| 09/02/2002 | Cartworth Moor | 3 - 1 | Cumberworth |
| 16/02/2002 | Cumberworth | 0 - 3 | Scapegoat Hill Utd |
| 02/03/2002 | Marsden | 1 - 1 | Cumberworth |
| 09/03/2002 | Golcar Utd | 4 - 4 | Cumberworth |
| 16/03/2002 | Cumberworth | 0 - 1 | Flockton FC |
| 23/03/2002 | Little John | 1 - 3 | Cumberworth |
| 30/03/2002 | Cumberworth | 0 - 2 | Hade Edge |
| 13/04/2002 | Uppermill | 5 - 2 | Cumberworth |
| 07/05/2002 | Cumberworth | 2 - 2 | Moldgreen |