| Reserve Division One | |||
| 09/13/2008 | Berry Brow Lib Res | 3 - 2 | Kirkheaton Rovers Res |
| 09/20/2008 | Kirkheaton Rovers Res | 6 - 1 | Honley Res |
| 09/27/2008 | Uppermill Res | 2 - 0 | Kirkheaton Rovers Res |
| 10/04/2008 | Newsome WMC Res | 1 - 5 | Kirkheaton Rovers Res |
| 10/11/2008 | Kirkheaton Rovers Res | 0 - 0 | Netherton Res |
| FA Junior Cup Round One | |||
| 10/18/2008 | Kirkheaton Rovers Res | 2 - 1 | Netherton B (WL) |
| 10/25/2008 | Meltham Athletic Res | 1 - 3 | Kirkheaton Rovers Res |
| 11/01/2008 | Kirkheaton Rovers Res | 4 - 0 | Britannia Sports Res |
| FA Junior Cup Round Two | |||
| 11/15/2008 | Kirkheaton Rovers Res | 2 - 4 | Lepton Highlanders Res |
| 11/22/2008 | Diggle Res | 2 - 1 | Kirkheaton Rovers Res |
| 11/29/2008 | Kirkheaton Rovers Res | 6 - 2 | Heywood Irish Centre Res |
| Richardson Cup Round Two | |||
| 12/13/2008 | Kirkheaton Rovers Res | 5 - 4 | Berry Brow Lib Res |
| 12/20/2008 | Heywood Irish Centre Res | 6 - 8 | Kirkheaton Rovers Res |
| 01/03/2009 | Kirkheaton Rovers Res | 5 - 0 | Lepton Highlanders Res |
| 01/31/2009 | Kirkheaton Rovers Res | 2 - 0 | Uppermill Res |
| 02/21/2009 | Kirkheaton Rovers Res | 2 - 1 | Diggle Res |
| 03/07/2009 | Kirkheaton Rovers Res | 1 - 0 | Meltham Athletic Res |
| Richardson Cup Round Three Quarter Final | |||
| 03/14/2009 | Lepton Highlanders Res | 1 - 0 | Kirkheaton Rovers Res |
| 03/21/2009 | Kirkheaton Rovers Res | 6 - 1 | Berry Brow Lib Res |
| 04/04/2009 | Britannia Sports Res | 1 - 1 | Kirkheaton Rovers Res |
| 04/11/2009 | Lepton Highlanders Res | 0 - 0 | Kirkheaton Rovers Res |
| 04/23/2009 | Netherton Res | 0 - 1 | Kirkheaton Rovers Res |
| 04/25/2009 | Honley Res | 0 - 3 | Kirkheaton Rovers Res |
| 04/28/2009 | Kirkheaton Rovers Res | 3 - 2 | Newsome WMC Res |