Head to Head
| England - National League | 2023/02/07 19:45 | Chesterfield v Woking | W | 1-3 |
| 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 | W | 3-1 |
| England - National League | 2021/05/08 14:00 | Woking v Chesterfield | L | 1-4 |
| England - National League | 2020/10/10 14:00 | Chesterfield v Woking | L | 4-0 |
| England - National League | 2019/08/13 18:45 | Chesterfield v Woking | W | 1-2 |
Home History
| England - National League | 2023/03/11 15:00 | Woking v Maidenhead Utd | W | 2-0 |
| England - National League | 2023/03/07 19:45 | Oldham v Woking | L | 1-0 |
| England - National League | 2023/03/04 15:00 | Yeovil v Woking | W | 0-1 |
| England - National League | 2023/02/25 15:00 | Woking v Wealdstone | D | 1-1 |
| England - National League | 2023/02/21 19:45 | Woking v Bromley | W | 2-1 |
| England - National League | 2023/02/18 15:00 | Altrincham v Woking | L | 3-1 |
| England - National League | 2023/02/14 19:45 | Wrexham v Woking | D | 2-2 |
| England - National League | 2023/02/11 15:00 | Woking v Boreham Wood | D | 2-2 |
Away History
| England - National League | 2023/03/14 19:45 | Wealdstone v Chesterfield | W | 0-4 |
| England - National League | 2023/03/11 15:00 | Chesterfield v Yeovil | D | 1-1 |
| England - National League | 2023/03/07 19:45 | Southend v Chesterfield | W | 1-2 |
| England - National League | 2023/03/04 15:00 | Gateshead v Chesterfield | W | 1-2 |
| England - National League | 2023/02/28 19:45 | Wrexham v Chesterfield | L | 2-1 |
| England - National League | 2023/02/25 15:00 | Chesterfield v Oldham | L | 0-1 |
| England - National League | 2023/02/21 19:45 | Chesterfield v Wealdstone | D | 1-1 |
| England - National League | 2023/02/18 15:00 | Solihull Moors v Chesterfield | D | 0-0 |