Head to Head
| England EFL Trophy | 2024/11/12 19:00 | Chesterfield v Grimsby | L | 3-2 |
| England League 2 | 2024/09/07 14:00 | Chesterfield v Grimsby | L | 2-1 |
| England National League | 2022/04/02 14:00 | Chesterfield v Grimsby | W | 1-4 |
| England National League | 2021/12/11 15:00 | Grimsby v Chesterfield | L | 0-1 |
| UK Friendlies | 2021/08/14 13:00 | Chesterfield v Grimsby | L | 2-1 |
| England FA Cup | 2018/12/02 14:00 | Chesterfield v Grimsby | W | 0-2 |
| England League 2 | 2018/04/07 14:00 | Grimsby v Chesterfield | W | 1-0 |
| England League 2 | 2017/08/05 14:00 | Chesterfield v Grimsby | W | 1-3 |
Home History
| England League 2 | 2024/11/16 15:00 | Newport County v Grimsby | D | 0-0 |
| England EFL Trophy | 2024/11/12 19:00 | Chesterfield v Grimsby | L | 3-2 |
| England League 2 | 2024/11/09 15:00 | AFC Wimbledon v Grimsby | W | 0-1 |
| England FA Cup | 2024/11/02 15:00 | Grimsby v Wealdstone | L | 0-1 |
| England EFL Trophy | 2024/10/29 19:00 | Grimsby v Man City U21 | D | 1-1 |
| England League 2 | 2024/10/26 14:00 | Grimsby v Milton Keynes Dons | L | 1-3 |
| England League 2 | 2024/10/22 18:45 | Tranmere v Grimsby | W | 0-1 |
| England League 2 | 2024/10/19 14:00 | Grimsby v Walsall | L | 1-4 |
Away History
| England League 2 | 2024/11/16 15:00 | Harrogate Town v Chesterfield | L | 2-1 |
| England EFL Trophy | 2024/11/12 19:00 | Chesterfield v Grimsby | W | 3-2 |
| England League 2 | 2024/11/09 15:00 | Chesterfield v Accrington Stanley | L | 0-3 |
| England FA Cup | 2024/11/02 15:00 | Chesterfield v Horsham | W | 3-1 |
| England League 2 | 2024/10/26 11:30 | Morecambe v Chesterfield | W | 2-5 |
| England League 2 | 2024/10/22 18:45 | Chesterfield v Colchester | D | 1-1 |
| England League 2 | 2024/10/18 19:00 | Newport County v Chesterfield | W | 0-3 |
| England League 2 | 2024/10/12 11:30 | Chesterfield v Notts County | D | 2-2 |