Home History
| England Northern Premier League | 2018/11/10 15:00 | Marine v Gainsborough | D | 1-1 |
| England Northern Premier League | 2018/11/03 15:00 | Stafford Rangers v Gainsborough | D | 1-1 |
| England FA Trophy | 2018/10/30 19:47 | Tamworth v Gainsborough | L | 3-0 |
| England Northern Premier League | 2018/10/23 18:45 | Gainsborough v Scarborough Athletic | L | 0-1 |
| England Northern Premier League | 2018/10/20 14:00 | South Shields v Gainsborough | L | 1-0 |
| England Northern Premier League | 2018/10/13 14:00 | Hyde Utd v Gainsborough | W | 1-3 |
| England Northern Premier League | 2018/10/09 18:45 | Gainsborough v Basford Utd | W | 3-2 |
| England FA Cup Qualification | 2018/10/06 14:00 | Gainsborough v Blyth Spartans | L | 1-2 |
Away History
| England Northern Premier League | 2018/11/03 15:00 | Whitby v South Shields | L | 0-1 |
| England Northern Premier League | 2018/10/20 14:00 | Whitby v Mickleover Sports | W | 4-0 |
| England Northern Premier League | 2018/10/16 18:45 | Workington v Whitby | W | 1-2 |
| England Northern Premier League | 2018/10/13 14:00 | Marine v Whitby | D | 0-0 |
| England Northern Premier League | 2018/10/09 18:45 | Whitby v Warrington Town | L | 0-1 |
| England Northern Premier League | 2018/10/06 14:00 | Whitby v Bamber Bridge | W | 2-1 |
| England Northern Premier League | 2018/10/01 18:45 | Basford Utd v Whitby | L | 2-0 |
| England Northern Premier League | 2018/09/29 14:00 | Grantham v Whitby | L | 3-2 |