Head to Head
| England National League | 2022/05/15 14:00 | Chesterfield v Woking | D | 0-0 |
| England National League | 2021/09/28 18:45 | Woking v Chesterfield | L | 3-1 |
| England National League | 2021/05/08 14:00 | Woking v Chesterfield | W | 1-4 |
| England National League | 2020/10/10 14:00 | Chesterfield v Woking | W | 4-0 |
| England National League | 2019/08/13 18:45 | Chesterfield v Woking | L | 1-2 |
Home History
| England National League | 2023/02/04 15:00 | Boreham Wood v Chesterfield | L | 1-0 |
| England National League | 2023/01/28 15:00 | Barnet v Chesterfield | L | 3-0 |
| England National League | 2023/01/24 19:45 | Chesterfield v Altrincham | W | 1-0 |
| England FA Cup | 2023/01/17 20:00 | West Brom v Chesterfield | L | 4-0 |
| England FA Cup | 2023/01/07 15:00 | Chesterfield v West Brom | D | 3-3 |
| England National League | 2023/01/01 15:00 | Chesterfield v Scunthorpe | W | 4-1 |
| England National League | 2022/12/26 15:00 | Scunthorpe v Chesterfield | W | 1-2 |
| England FA Trophy | 2022/12/20 19:45 | Chesterfield v Coalville | L | 1-3 |
Away History
| England National League | 2023/02/04 15:00 | Eastleigh v Woking | L | 1-0 |
| England National League | 2023/01/31 19:45 | Woking v Torquay | D | 1-1 |
| England National League | 2023/01/14 15:00 | Scunthorpe v Woking | W | 0-2 |
| England National League | 2023/01/07 15:00 | Dag & Red v Woking | W | 1-2 |
| England National League | 2023/01/01 15:00 | Woking v Aldershot | W | 4-1 |
| England National League | 2022/12/26 15:00 | Aldershot v Woking | W | 1-2 |
| England FA Trophy | 2022/12/20 19:45 | Woking v Eastleigh | L | 0-2 |
| England National League | 2022/12/10 15:00 | Woking v York | L | 0-2 |