| Division Two | |||
| 30/08/2000 | Heywood Sports | 9 - 0 | Scholes |
| 06/09/2000 | Scissett | 1 - 2 | Heywood Sports |
| 09/09/2000 | Hepworth Utd | 1 - 4 | Heywood Sports |
| 23/09/2000 | Storthes Hall | 2 - 3 | Heywood Sports |
| 30/09/2000 | Lepton Highlanders | 2 - 5 | Heywood Sports |
| West Riding Challenge Cup Round One | |||
| 07/10/2000 | Heywood Sports | 2 - 10 | Horsforth St Margarets |
| 28/10/2000 | Heywood Sports | 0 - 2 | Mount |
| 25/11/2000 | Heywood Sports | 3 - 2 | Uppermill |
| 02/12/2000 | Netherton | 0 - 1 | Heywood Sports |
| Barlow Cup Round One | |||
| 09/12/2000 | Heywood Sports | 4 - 3 | Marsden |
| FA Challenge Cup Round One | |||
| 16/12/2000 | Moldgreen Con (WL) | 3 - 2 | Heywood Sports |
| 23/12/2000 | Berry Brow Lib | 1 - 8 | Heywood Sports |
| 06/01/2001 | Heywood Sports | 1 - 4 | Scissett |
| 13/01/2001 | Heywood Sports | 1 - 1 | Storthes Hall |
| 27/01/2001 | Mount | 0 - 0 | Heywood Sports |
| 03/02/2001 | Heywood Sports | 2 - 2 | Lindley Liberal |
| 17/02/2001 | New Mill 94 | 1 - 2 | Heywood Sports |
| 24/02/2001 | Lindley Liberal | 1 - 1 | Heywood Sports |
| 03/03/2001 | Heywood Sports | 6 - 1 | Berry Brow Lib |
| Barlow Cup Round Two | |||
| 10/03/2001 | Slaithwaite Utd | 5 - 4 | Heywood Sports |
| 17/03/2001 | Heywood Sports | 1 - 0 | Marsden |
| 24/03/2001 | Uppermill | 3 - 3 | Heywood Sports |
| 31/03/2001 | Heywood Sports | 1 - 1 | Lepton Highlanders |
| 07/04/2001 | Heywood Sports | 1 - 4 | New Mill 94 |
| 10/04/2001 | Diggle | 2 - 1 | Heywood Sports |
| 14/04/2001 | Scholes | 0 - 5 | Heywood Sports |
| 21/04/2001 | Marsden | 1 - 2 | Heywood Sports |
| 24/04/2001 | Heywood Sports | 2 - 0 | Hepworth Utd |
| 01/05/2001 | Heywood Sports | 0 - 0 | Diggle |
| 01/05/2001 | Heywood Sports | 0 - 0 | Netherton |