Head to Head
| England National League | 2021/04/02 14:00 | Eastleigh v Chesterfield | L | 0-1 |
| England National League | 2021/03/02 19:45 | Chesterfield v Eastleigh | L | 1-0 |
| England National League | 2020/01/18 15:00 | Eastleigh v Chesterfield | L | 0-2 |
| England National League | 2019/10/05 14:00 | Chesterfield v Eastleigh | W | 1-2 |
| England National League | 2019/03/09 15:00 | Chesterfield v Eastleigh | W | 2-3 |
| England National League | 2018/11/24 15:00 | Eastleigh v Chesterfield | D | 1-1 |
Home History
| England FA Cup Qualification | 2021/10/16 14:00 | Eastleigh v Folkestone Invicta | D | 3-3 |
| England National League | 2021/10/09 14:00 | Wealdstone v Eastleigh | W | 1-2 |
| England National League | 2021/10/05 18:45 | Southend v Eastleigh | L | 1-0 |
| England National League | 2021/10/02 16:20 | Eastleigh v Boreham Wood | D | 1-1 |
| England National League | 2021/09/25 14:00 | Eastleigh v Woking | W | 3-2 |
| England National League | 2021/09/18 14:00 | Grimsby v Eastleigh | L | 2-0 |
| England National League | 2021/09/14 18:45 | Eastleigh v Dover | W | 4-1 |
| England National League | 2021/09/11 14:00 | Barnet v Eastleigh | D | 1-1 |
Away History
| England FA Cup Qualification | 2021/10/16 14:00 | Curzon Ashton v Chesterfield | W | 0-4 |
| England National League | 2021/10/09 14:00 | Southend v Chesterfield | W | 0-4 |
| England National League | 2021/10/05 18:45 | Wrexham v Chesterfield | D | 1-1 |
| England National League | 2021/09/28 18:45 | Woking v Chesterfield | L | 3-1 |
| England National League | 2021/09/25 16:20 | Chesterfield v Torquay | D | 2-2 |
| England National League | 2021/09/18 14:00 | Yeovil v Chesterfield | W | 0-2 |
| England National League | 2021/09/14 18:45 | Chesterfield v Barnet | W | 4-2 |
| England National League | 2021/09/11 14:00 | Dover v Chesterfield | D | 0-0 |