Head to Head
| Northern League Challenge Cup | 2015/10/10 14:00 | Whitby v Grantham | D | 1-1 |
| Northern League Challenge Cup | 2015/03/14 15:00 | Grantham v Whitby | L | 0-1 |
| Northern League Challenge Cup | 2014/10/01 18:45 | Whitby v Grantham | L | 2-1 |
Home History
| Northern League Challenge Cup | 2016/02/13 15:00 | Buxton v Grantham | L | 3-0 |
| Northern League Challenge Cup | 2016/02/02 19:45 | Matlock Town v Grantham | L | 3-1 |
| Northern League Challenge Cup | 2016/01/30 15:00 | Blyth Spartans v Grantham | L | 1-0 |
| Northern League Challenge Cup | 2016/01/23 15:00 | Ashton Utd v Grantham | L | 2-0 |
| Northern League Challenge Cup | 2016/01/16 15:00 | Grantham v Workington | L | 0-1 |
| Northern League Challenge Cup | 2016/01/09 15:00 | Grantham v Ramsbottom United | L | 0-4 |
| Northern League Challenge Cup | 2015/12/28 15:00 | Grantham v Stamford | W | 3-1 |
| Northern League Challenge Cup | 2015/12/26 15:00 | Frickley v Grantham | L | 3-1 |
Away History
| Northern League Challenge Cup | 2016/02/13 15:00 | Whitby v Workington | W | 1-0 |
| Northern League Challenge Cup | 2016/01/30 15:00 | Whitby v Halesowen | W | 2-1 |
| Northern League Challenge Cup | 2016/01/23 15:00 | Stamford v Whitby | D | 2-2 |
| Northern League Challenge Cup | 2016/01/19 19:45 | Darlington 1883 v Whitby | D | 2-2 |
| Northern League Challenge Cup | 2016/01/02 15:00 | Nantwich Town v Whitby | W | 1-2 |
| Northern League Challenge Cup | 2015/12/28 15:00 | Whitby v Frickley | D | 1-1 |
| Northern League Challenge Cup | 2015/12/19 15:00 | Whitby v Sutton Coldfield | L | 0-1 |
| Northern League Challenge Cup | 2015/11/28 15:00 | Whitby v Mickleover Sports | W | 4-1 |