| Division Two | |||
| 30/08/2000 | Uppermill | 2 - 2 | Scissett |
| 06/09/2000 | Hepworth Utd | 3 - 2 | Uppermill |
| 09/09/2000 | Uppermill | 1 - 2 | Marsden |
| 23/09/2000 | Uppermill | 3 - 3 | Lepton Highlanders |
| 30/09/2000 | Lindley Liberal | 1 - 0 | Uppermill |
| FA Challenge Cup Round One | |||
| 21/10/2000 | Uppermill | 1 - 3 | Meltham Athletic |
| West Riding Challenge Trophy Round One | |||
| 28/10/2000 | Snydale Athletic | 3 - 1 | Uppermill |
| 18/11/2000 | Scissett | 2 - 3 | Uppermill |
| 25/11/2000 | Heywood Sports | 3 - 2 | Uppermill |
| 02/12/2000 | Uppermill | 4 - 1 | Berry Brow Lib |
| Barlow Cup Round One | |||
| 09/12/2000 | Uppermill | 1 - 2 | Hepworth Utd |
| 23/12/2000 | Scholes | 4 - 3 | Uppermill |
| 13/01/2001 | Uppermill | 2 - 3 | Lindley Liberal |
| 20/01/2001 | New Mill 94 | 2 - 1 | Uppermill |
| 27/01/2001 | Marsden | 3 - 1 | Uppermill |
| 03/02/2001 | Berry Brow Lib | 1 - 6 | Uppermill |
| 10/02/2001 | Uppermill | 2 - 3 | Storthes Hall |
| 17/02/2001 | Uppermill | 0 - 2 | Netherton |
| 24/02/2001 | Diggle | 3 - 1 | Uppermill |
| 10/03/2001 | Mount | 2 - 0 | Uppermill |
| 17/03/2001 | Uppermill | 2 - 1 | Scholes |
| 24/03/2001 | Uppermill | 3 - 3 | Heywood Sports |
| 31/03/2001 | Storthes Hall | 1 - 2 | Uppermill |
| 10/04/2001 | Uppermill | 0 - 3 | New Mill 94 |
| 14/04/2001 | Uppermill | 2 - 3 | Mount |
| 21/04/2001 | Uppermill | 1 - 3 | Hepworth Utd |
| 26/04/2001 | Uppermill | 1 - 4 | Diggle |
| 01/05/2001 | Netherton | 0 - 0 | Uppermill |
| 01/05/2001 | Lepton Highlanders | 0 - 0 | Uppermill |