Head to Head
| England League 2 | 2025/01/18 15:00 | Grimsby v Chesterfield | D | 1-1 |
| 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 |
Home History
| England League 2 | 2025/10/11 14:00 | Grimsby v Colchester | L | 1-2 |
| England EFL Trophy | 2025/10/07 18:00 | Grimsby v Doncaster | L | 0-3 |
| England League 2 | 2025/10/04 14:00 | Salford City v Grimsby | W | 0-2 |
| England League 2 | 2025/09/27 14:00 | Grimsby v Cheltenham | W | 7-1 |
| England League 2 | 2025/09/20 14:00 | Barnet v Grimsby | L | 3-0 |
| England EFL Cup | 2025/09/16 18:45 | Sheff Wed v Grimsby | W | 0-1 |
| England League 2 | 2025/09/13 14:00 | Grimsby v Cambridge Utd | D | 1-1 |
| England League 2 | 2025/09/06 14:00 | Milton Keynes Dons v Grimsby | W | 2-3 |
Away History
| England League 2 | 2025/10/11 14:00 | Chesterfield v Salford City | W | 2-0 |
| England EFL Trophy | 2025/10/07 18:00 | Chesterfield v Burton Albion | W | 1-0 |
| England League 2 | 2025/10/04 14:00 | Colchester v Chesterfield | L | 6-2 |
| England League 2 | 2025/09/27 14:00 | Chesterfield v Newport County | W | 4-1 |
| England League 2 | 2025/09/20 14:00 | Bromley v Chesterfield | D | 2-2 |
| England League 2 | 2025/09/13 14:00 | Chesterfield v Milton Keynes Dons | D | 1-1 |
| England League 2 | 2025/09/06 14:00 | Walsall v Chesterfield | L | 1-0 |
| England EFL Trophy | 2025/09/02 18:00 | Crewe v Chesterfield | L | 7-1 |
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