Head to Head
| England Northern Premier League | 2023/02/04 15:00 | Gainsborough v Whitby | W | 0-1 |
| England Northern Premier League | 2022/09/13 18:45 | Whitby v Gainsborough | L | 0-6 |
| England Northern Premier League | 2022/04/23 14:00 | Whitby v Gainsborough | L | 1-2 |
| England Northern Premier League | 2021/08/28 14:00 | Gainsborough v Whitby | L | 1-0 |
| England Northern Premier League | 2020/09/29 18:45 | Gainsborough v Whitby | L | 5-1 |
| England Northern Premier League | 2020/01/04 15:00 | Whitby v Gainsborough | D | 2-2 |
| England Northern Premier League | 2019/08/20 18:45 | Gainsborough v Whitby | L | 2-0 |
| England Northern Premier League | 2018/12/22 15:00 | Whitby v Gainsborough | W | 1-0 |
Home History
| England Northern Premier League | 2023/09/26 18:45 | Whitby v Marske United | W | 4-2 |
| England Northern Premier League | 2023/09/23 14:00 | FC United of Manchester v Whitby | D | 1-1 |
| England FA Cup Qualification | 2023/09/16 14:00 | Whitby v Prescot Cables | W | 2-1 |
| England Northern Premier League | 2023/09/09 14:00 | Whitby v Warrington Rylands | L | 1-3 |
| England FA Cup Qualification | 2023/09/01 18:45 | Goole v Whitby | W | 0-6 |
| England Northern Premier League | 2023/08/28 14:00 | Ilkeston v Whitby | W | 2-4 |
| England Northern Premier League | 2023/08/26 14:00 | Whitby v Ashton Utd | L | 1-3 |
| England Northern Premier League | 2023/08/22 18:45 | Whitby v Worksop | L | 2-4 |
Away History
| England Northern Premier League | 2023/09/23 14:00 | Gainsborough v Atherton Collieries | W | 4-1 |
| England Northern Premier League | 2023/09/09 14:00 | Morpeth Town v Gainsborough | L | 2-0 |
| England FA Cup Qualification | 2023/09/05 18:45 | Matlock Town v Gainsborough | L | 5-2 |
| England FA Cup Qualification | 2023/09/02 14:00 | Gainsborough v Matlock Town | D | 1-1 |
| England Northern Premier League | 2023/08/28 14:00 | Worksop v Gainsborough | L | 4-0 |
| England Northern Premier League | 2023/08/26 14:00 | Gainsborough v Bamber Bridge | D | 1-1 |
| England Northern Premier League | 2023/08/22 18:45 | Gainsborough v Guiseley | W | 4-0 |
| England Northern Premier League | 2023/08/19 14:00 | Macclesfield v Gainsborough | L | 3-0 |