Head to Head
| England - National League | 2019/08/13 18:45 | Chesterfield v Woking | L | 1-2 |
Home History
| England - National League | 2020/10/06 18:45 | Chesterfield v Hartlepool | L | 1-2 |
| Freundschaftsspiele - UK | 2020/09/26 11:00 | Chesterfield v Guiseley | L | 0-1 |
| Freundschaftsspiele - Europa | 2020/09/19 11:00 | Alfreton Town v Chesterfield | L | 2-0 |
| Freundschaftsspiele - Europa | 2020/09/08 18:30 | Belper Town v Chesterfield | W | 2-3 |
| England - National League | 2020/03/14 15:00 | Dover v Chesterfield | D | 1-1 |
| England - National League | 2020/03/07 15:00 | Chorley v Chesterfield | W | 1-2 |
| England - National League | 2020/03/03 19:45 | Chesterfield v Harrogate Town | L | 3-4 |
| England - National League | 2020/02/22 15:00 | Chesterfield v Ebbsfleet United | W | 4-0 |
Away History
| England - National League | 2020/10/06 18:45 | Weymouth v Woking | W | 0-1 |
| England - National League | 2020/10/03 14:00 | Woking v Solihull Moors | W | 2-1 |
| Freundschaftsspiele - Europa | 2020/08/25 18:45 | Westfields v Woking | W | 1-2 |
| England - National League | 2020/03/10 19:45 | Woking v Barnet | L | 1-3 |
| England - National League | 2020/03/07 15:00 | Halifax v Woking | W | 0-2 |
| England - National League | 2020/02/29 15:00 | Woking v Maidenhead Utd | W | 2-0 |
| England - National League | 2020/02/22 15:00 | Woking v Stockport | D | 1-1 |
| England - National League | 2020/02/15 15:00 | Notts County v Woking | D | 1-1 |