Home History
| England Northern League Challenge Cup | 2014/10/25 14:00 | Whitby v Nantwich Town | W | 3-1 |
| England Northern League Challenge Cup | 2014/10/21 18:45 | Ramsbottom United v Whitby | L | 4-0 |
| England Northern League Challenge Cup | 2014/10/18 14:00 | Rushall Olympic v Whitby | W | 1-5 |
| England Northern League Challenge Cup | 2014/10/11 14:00 | Whitby v Trafford | D | 1-1 |
| England Northern League Challenge Cup | 2014/10/08 18:45 | Whitby v Workington | D | 0-0 |
| England Northern League Challenge Cup | 2014/10/04 14:00 | FC United of Manchester v Whitby | L | 2-0 |
| England Northern League Challenge Cup | 2014/10/01 18:45 | Whitby v Grantham | W | 2-1 |
| England Northern League Challenge Cup | 2014/09/27 14:00 | Matlock Town v Whitby | W | 0-1 |
Away History
| England Northern League Challenge Cup | 2014/10/25 14:00 | Stamford v Skelmersdale Utd | L | 1-3 |
| England Northern League Challenge Cup | 2014/10/21 18:45 | Barwell v Stamford | L | 1-0 |
| England Northern League Challenge Cup | 2014/10/18 14:00 | Halesowen v Stamford | D | 1-1 |
| England Northern League Challenge Cup | 2014/10/07 18:45 | Stamford v Buxton | L | 1-3 |
| England Northern League Challenge Cup | 2014/10/04 14:00 | Frickley v Stamford | W | 0-2 |
| England FA Cup Qualification | 2014/09/27 14:00 | Stamford v Grantham | L | 1-2 |
| England Northern League Challenge Cup | 2014/09/20 14:00 | Stamford v Blyth Spartans | D | 1-1 |
| England FA Cup Qualification | 2014/09/13 14:00 | Lincoln Utd v Stamford | W | 2-3 |