Home History
| England National League | 2019/09/07 14:00 | Bromley v Chesterfield | L | 2-1 |
| England National League | 2019/09/03 18:45 | Chesterfield v Halifax | L | 2-3 |
| England National League | 2019/08/31 14:00 | Chesterfield v Dag & Red | D | 1-1 |
| England National League | 2019/08/26 14:00 | Stockport v Chesterfield | L | 2-0 |
| England National League | 2019/08/24 14:00 | Chesterfield v Barrow | D | 2-2 |
| England National League | 2019/08/17 14:00 | Barnet v Chesterfield | D | 2-2 |
| England National League | 2019/08/13 18:45 | Chesterfield v Woking | L | 1-2 |
| England National League | 2019/08/10 14:00 | Boreham Wood v Chesterfield | D | 2-2 |
Away History
| England National League | 2019/09/07 14:00 | Torquay v Harrogate Town | W | 4-2 |
| England National League | 2019/09/03 18:45 | Woking v Torquay | D | 1-1 |
| England National League | 2019/08/31 14:00 | Torquay v Hartlepool | L | 1-2 |
| England National League | 2019/08/26 14:00 | Barnet v Torquay | D | 2-2 |
| England National League | 2019/08/24 16:20 | Torquay v Aldershot | W | 2-0 |
| England National League | 2019/08/17 14:00 | Dover v Torquay | W | 1-2 |
| England National League | 2019/08/13 18:45 | Torquay v Maidenhead Utd | L | 0-2 |
| England National League | 2019/08/10 14:00 | Bromley v Torquay | D | 3-3 |