| Division Two | |||
| 03/09/2005 | Skelmanthorpe | 0 - 7 | Heyside FC |
| 17/09/2005 | Aimbry | 4 - 2 | Heyside FC |
| 24/09/2005 | Heyside FC | 1 - 2 | KKS Ashbrow |
| Manchester County FA Challenge Cup | |||
| 08/10/2005 | Newton | 3 - 4 | Heyside FC |
| FA Challenge Cup Round One | |||
| 15/10/2005 | Heyside FC | 2 - 1 | Warren House (WL) |
| 22/10/2005 | Heyside FC | 2 - 2 | Lindley Liberal |
| 29/10/2005 | Lindley Liberal | 4 - 1 | Heyside FC |
| Manchester County FA Challenge Cup | |||
| 03/12/2005 | Heyside FC | 3 - 1 | Manchester Titans |
| Manchester County FA Challenge Cup | |||
| 10/12/2005 | East Manchester | 4 - 3 | Heyside FC |
| FA Challenge Cup Round Two | |||
| 17/12/2005 | Meltham Athletic (WR) | 7 - 1 | Heyside FC |
| 07/01/2006 | Heyside FC | 5 - 0 | Skelmanthorpe |
| Barlow Cup Round One | |||
| 14/01/2006 | Heyside | 2 - 4 | Lepton Highlanders |
| 21/01/2006 | Slaithwaite Utd | 5 - 2 | Heyside FC |
| 28/01/2006 | Netherton | 4 - 1 | Heyside FC |
| 18/02/2006 | Moldgreen | 0 - 2 | Heyside FC |
| 25/02/2006 | Heyside FC | 0 - 1 | Mount |
| 18/03/2006 | Newsome WMC | 5 - 2 | Heyside FC |
| 25/03/2006 | Heyside FC | 1 - 1 | Kirkheaton Rovers |
| 01/04/2006 | Kirkheaton Rovers | 0 - 2 | Heyside FC |
| 06/04/2006 | Heyside FC | 1 - 2 | Slaithwaite Utd |
| 11/04/2006 | Holmbridge | 2 - 1 | Heyside FC |
| 13/04/2006 | Heyside FC | 1 - 1 | Netherton |
| 15/04/2006 | Hepworth Utd | 3 - 2 | Heyside FC |
| 18/04/2006 | Heyside FC | 0 - 1 | Newsome WMC |
| 20/04/2006 | KKS Ashbrow | 5 - 6 | Heyside FC |
| 22/04/2006 | Heyside FC | 3 - 0 | Hepworth Utd |
| 25/04/2006 | Heyside FC | 2 - 1 | Aimbry |
| 27/04/2006 | Heyside FC | 4 - 0 | Holmbridge |
| 29/04/2006 | Mount | 4 - 0 | Heyside FC |
| 04/05/2006 | Heyside FC | 1 - 2 | Moldgreen |