Home History
| England Northern League Challenge Cup | 2014/09/10 18:45 | Whitby v Ramsbottom United | W | 2-0 |
| England Northern League Challenge Cup | 2014/09/06 14:00 | Belper Town v Whitby | W | 0-2 |
| England Northern League Challenge Cup | 2014/09/02 18:45 | Trafford v Whitby | D | 3-3 |
| England Northern League Challenge Cup | 2014/08/30 14:00 | Whitby v Witton Albion | D | 1-1 |
| England Northern League Challenge Cup | 2014/08/25 14:00 | Blyth Spartans v Whitby | D | 2-2 |
| England Northern League Challenge Cup | 2014/08/23 14:00 | Whitby v Skelmersdale Utd | L | 0-2 |
| England Northern League Challenge Cup | 2014/08/20 18:45 | Whitby v Curzon Ashton | L | 0-1 |
| England Northern League Challenge Cup | 2014/08/16 14:00 | Stourbridge v Whitby | L | 2-1 |
Away History
| England Northern League Challenge Cup | 2014/09/08 18:45 | Ilkeston v Kings Lynn Town | D | 3-3 |
| England Northern League Challenge Cup | 2014/09/06 14:00 | Matlock Town v Ilkeston | D | 0-0 |
| England Northern League Challenge Cup | 2014/09/02 18:45 | Stamford v Ilkeston | W | 0-4 |
| England Northern League Challenge Cup | 2014/08/30 14:00 | Ilkeston v Curzon Ashton | D | 1-1 |
| England Northern League Challenge Cup | 2014/08/25 14:00 | Buxton v Ilkeston | D | 1-1 |
| England Northern League Challenge Cup | 2014/08/23 14:00 | Ilkeston v Trafford | W | 6-0 |
| England Northern League Challenge Cup | 2014/08/18 18:45 | Ilkeston v Stourbridge | L | 3-4 |
| England Northern League Challenge Cup | 2014/08/16 14:00 | Witton Albion v Ilkeston | W | 1-4 |