| Division Four | |||
| 09/13/2008 | Royal Dolphins | 8 - 5 | Dewsbury Town OB |
| 09/20/2008 | Flockton FC | 1 - 4 | Royal Dolphins |
| West Riding Challenge Trophy Round One | |||
| 10/04/2008 | Royal Dolphins | P - P | Kirk Deighton Rangers |
| 10/11/2008 | Royal Dolphins | P - P | Farnley Terriers |
| FA Challenge Cup Round One | |||
| 10/18/2008 | Royal Dolphins | 1 - 8 | Meltham Athletic (WR) |
| 10/25/2008 | Cartworth Moor | 5 - 2 | Royal Dolphins |
| West Riding Challenge Trophy Round Two | |||
| 11/01/2008 | Royal Dolphins | 4 - 2 | Hebden Royd Red Sta |
| Groom Cup Round One | |||
| 11/08/2008 | Y.M.C.A. | 4 - 0 | Royal Dolphins |
| 11/15/2008 | Fenay Bridge FC | 3 - 4 | Royal Dolphins |
| 11/22/2008 | Royal Dolphins | 5 - 2 | Coach and Horses |
| 11/29/2008 | Royal Dolphins | 6 - 3 | Marsden |
| West Riding Challenge Trophy Round Three | |||
| 12/06/2008 | Royal Dolphins | 4 - 1 | George Healey Utd |
| 12/20/2008 | Royal Dolphins | 6 - 1 | Flockton FC |
| West Riding Challenge Trophy Round Four | |||
| 01/17/2009 | Tyersal | 2 - 0 | Royal Dolphins |
| 01/24/2009 | Hade Edge | 0 - 6 | Royal Dolphins |
| 01/31/2009 | Royal Dolphins | 3 - 1 | Cartworth Moor |
| 02/21/2009 | Coach and Horses | 1 - 4 | Royal Dolphins |
| 02/28/2009 | Marsden | 1 - 2 | Royal Dolphins |
| 03/07/2009 | Royal Dolphins | 3 - 4 | Fenay Bridge FC |
| 03/21/2009 | Royal Dolphins | 4 - 0 | Hade Edge |
| 04/04/2009 | Farnley Terriers | 1 - 7 | Royal Dolphins |
| 04/18/2009 | Dewsbury Town OB | 2 - 0 | Royal Dolphins |