| Division Two | |||
| 03/09/2005 | Skelmanthorpe | 0 - 7 | Heyside FC |
| Sheffield Junior Challenge Cup Round One | |||
| 10/09/2005 | Hepworth Utd | 10 - 0 | Skelmanthorpe |
| 17/09/2005 | Skelmanthorpe | 2 - 9 | Lindley Liberal |
| 24/09/2005 | Holmbridge | 9 - 0 | Skelmanthorpe |
| 01/10/2005 | Skelmanthorpe | 0 - 3 | Newsome WMC |
| 08/10/2005 | Slaithwaite Utd | 8 - 1 | Skelmanthorpe |
| FA Challenge Cup Round One | |||
| 15/10/2005 | Kirkheaton Rovers | 6 - 5 | Skelmanthorpe |
| 22/10/2005 | Skelmanthorpe | 0 - 3 | Netherton |
| 29/10/2005 | Kirkheaton Rovers | 3 - 1 | Skelmanthorpe |
| 05/11/2005 | Skelmanthorpe | 0 - 5 | Holmbridge |
| Barlow Cup Round One | |||
| 12/11/2005 | Staithwaite Utd | 14 - 1 | Skelmanthorpe |
| 26/11/2005 | Moldgreen | 3 - 1 | Skelmanthorpe |
| 03/12/2005 | Skelmanthorpe | 0 - 1 | Moldgreen |
| 10/12/2005 | Netherton | 4 - 2 | Skelmanthorpe |
| 07/01/2006 | Heyside FC | 5 - 0 | Skelmanthorpe |
| 21/01/2006 | Aimbry | 5 - 0 | Skelmanthorpe |
| 28/01/2006 | Skelmanthorpe | 1 - 5 | Mount |
| 04/02/2006 | Lindley Liberal | 7 - 0 | Skelmanthorpe |
| 11/02/2006 | Skelmanthorpe | 0 - 8 | Aimbry |
| 18/02/2006 | Newsome WMC | 6 - 0 | Skelmanthorpe |
| 25/02/2006 | Skelmanthorpe | 0 - 8 | Slaithwaite Utd |
| 11/03/2006 | Skelmanthorpe | 1 - 4 | Kirkheaton Rovers |
| 18/03/2006 | Skelmanthorpe | 0 - 3 | KKS Ashbrow |
| 25/03/2006 | Skelmanthorpe | 1 - 6 | Hepworth Utd |
| 08/04/2006 | Mount | 4 - 2 | Skelmanthorpe |
| 15/04/2006 | KKS Ashbrow | P - P | Skelmanthorpe |
| 20/04/2006 | Hepworth Utd | 4 - 0 | Skelmanthorpe |