Face à face
| Northern Premier League Challenge Cup | 2016/03/22 19:45 | Skelmersdale Utd v Whitby | D | 0-0 |
| Northern Premier League Challenge Cup | 2014/12/13 15:00 | Skelmersdale Utd v Whitby | L | 4-0 |
| Northern Premier League Challenge Cup | 2014/08/23 14:00 | Whitby v Skelmersdale Utd | L | 0-2 |
Home History
| Northern Premier League Challenge Cup | 2016/04/21 18:45 | Whitby v Darlington FC | L | 1-7 |
| Northern Premier League Challenge Cup | 2016/04/19 18:45 | Whitby v Barwell | W | 2-1 |
| Northern Premier League Challenge Cup | 2016/04/16 14:00 | Stourbridge v Whitby | L | 2-0 |
| Northern Premier League Challenge Cup | 2016/04/12 18:45 | Colwyn Bay v Whitby | W | 1-4 |
| Northern Premier League Challenge Cup | 2016/04/09 14:00 | Whitby v Marine | W | 1-0 |
| Northern Premier League Challenge Cup | 2016/04/04 18:45 | Ilkeston v Whitby | L | 2-1 |
| Northern Premier League Challenge Cup | 2016/04/02 14:00 | Buxton v Whitby | L | 3-2 |
| Northern Premier League Challenge Cup | 2016/03/26 15:00 | Salford City v Whitby | D | 0-0 |
Away History
| Northern Premier League Challenge Cup | 2016/04/19 18:45 | Skelmersdale Utd v Stamford | L | 1-4 |
| Northern Premier League Challenge Cup | 2016/04/16 14:00 | Skelmersdale Utd v Mickleover Sports | D | 1-1 |
| Northern Premier League Challenge Cup | 2016/04/12 18:45 | Darlington FC v Skelmersdale Utd | L | 3-0 |
| Northern Premier League Challenge Cup | 2016/04/09 14:00 | Blyth Spartans v Skelmersdale Utd | W | 1-2 |
| Northern Premier League Challenge Cup | 2016/04/02 14:00 | Skelmersdale Utd v Barwell | D | 3-3 |
| Northern Premier League Challenge Cup | 2016/03/28 14:00 | Skelmersdale Utd v Nantwich Town | L | 0-1 |
| Northern Premier League Challenge Cup | 2016/03/26 15:00 | Matlock Town v Skelmersdale Utd | W | 1-2 |
| Northern Premier League Challenge Cup | 2016/03/22 19:45 | Skelmersdale Utd v Whitby | D | 0-0 |