Head to Head
| 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 | 2021/05/03 14:00 | Dag & Red v Woking | L | 3-1 |
| England National League | 2021/05/01 14:00 | Woking v Weymouth | L | 2-4 |
| England National League | 2021/04/27 18:00 | Halifax v Woking | L | 1-0 |
| England National League | 2021/04/24 14:00 | Maidenhead Utd v Woking | L | 2-1 |
| England National League | 2021/04/20 18:45 | Woking v Torquay | L | 0-2 |
| England National League | 2021/04/17 11:30 | Woking v Wrexham | L | 0-4 |
| England National League | 2021/04/13 18:45 | Woking v Bromley | L | 3-4 |
| England National League | 2021/04/10 14:00 | Eastleigh v Woking | D | 0-0 |
Away History
| England National League | 2021/05/03 14:00 | Chesterfield v Torquay | L | 0-2 |
| England National League | 2021/05/01 16:20 | Hartlepool v Chesterfield | L | 3-1 |
| England National League | 2021/04/27 18:45 | Bromley v Chesterfield | W | 1-2 |
| England National League | 2021/04/24 14:00 | Wrexham v Chesterfield | D | 0-0 |
| England National League | 2021/04/20 18:45 | Chesterfield v Halifax | L | 1-2 |
| England National League | 2021/04/17 11:30 | Chesterfield v Bromley | L | 1-2 |
| England National League | 2021/04/13 18:45 | Chesterfield v Boreham Wood | D | 0-0 |
| England National League | 2021/04/10 14:00 | Kings Lynn Town v Chesterfield | W | 1-2 |