Head to Head
| 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 |
| England Northern Premier League | 2018/11/17 15:00 | Gainsborough v Whitby | L | 4-1 |
Home History
| England Northern Premier League | 2019/12/26 15:00 | Whitby v South Shields | W | 2-1 |
| England Northern Premier League | 2019/12/21 15:00 | Witton Albion v Whitby | W | 2-3 |
| England Northern Premier League | 2019/12/14 15:00 | Whitby v Bamber Bridge | L | 0-1 |
| England Northern Premier League | 2019/12/07 15:00 | Stalybridge v Whitby | L | 2-1 |
| England Northern Premier League | 2019/11/30 15:00 | Scarborough Athletic v Whitby | L | 2-1 |
| England Northern Premier League | 2019/11/16 15:00 | Basford Utd v Whitby | D | 3-3 |
| England FA Trophy | 2019/11/09 15:00 | Peterborough Sports v Whitby | L | 2-0 |
| England Northern Premier League | 2019/11/02 15:00 | Whitby v Nantwich Town | D | 3-3 |
Away History
| England Northern Premier League | 2020/01/01 15:00 | Gainsborough v Matlock Town | W | 2-1 |
| England Northern Premier League | 2019/12/26 15:00 | Grantham v Gainsborough | W | 1-5 |
| England Northern Premier League | 2019/12/21 15:00 | Gainsborough v Nantwich Town | D | 0-0 |
| England Northern Premier League | 2019/12/14 15:00 | Hyde Utd v Gainsborough | D | 1-1 |
| England Northern Premier League | 2019/12/07 15:00 | Gainsborough v Scarborough Athletic | L | 2-3 |
| England FA Trophy | 2019/11/23 15:00 | Darlington 1883 v Gainsborough | L | 2-1 |
| England Northern Premier League | 2019/11/16 15:00 | Gainsborough v Morpeth Town | L | 0-1 |
| England FA Trophy | 2019/11/09 15:00 | Tamworth v Gainsborough | W | 3-5 |