Head to Head
| England National League | 2021/03/27 15:00 | Chesterfield v Weymouth | W | 1-0 |
| England National League | 2020/11/28 15:00 | Weymouth v Chesterfield | W | 1-2 |
Home History
| England FA Cup | 2021/11/06 15:00 | Chesterfield v Southend | W | 3-1 |
| England National League | 2021/10/30 14:00 | Dag & Red v Chesterfield | D | 2-2 |
| England National League | 2021/10/26 18:45 | Chesterfield v Eastleigh | W | 1-0 |
| England National League | 2021/10/23 14:00 | Chesterfield v Boreham Wood | W | 2-1 |
| 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 |
Away History
| England National League | 2021/10/30 14:00 | Weymouth v Kings Lynn Town | W | 1-0 |
| England National League | 2021/10/26 18:45 | Aldershot v Weymouth | W | 0-2 |
| England National League | 2021/10/23 14:00 | Weymouth v Wealdstone | D | 1-1 |
| England FA Cup Qualification | 2021/10/19 18:45 | Weymouth v Yeovil | L | 2-3 |
| England FA Cup Qualification | 2021/10/16 14:00 | Yeovil v Weymouth | D | 1-1 |
| England National League | 2021/10/09 14:00 | Halifax v Weymouth | L | 2-0 |
| England National League | 2021/10/05 18:45 | Bromley v Weymouth | L | 3-0 |
| England National League | 2021/10/02 14:00 | Weymouth v Stockport | L | 1-2 |