| England National League | 2021/05/01 16:20 | Hartlepool v Chesterfield | L | 3-1 |
| England National League | 2020/10/06 18:45 | Chesterfield v Hartlepool | L | 1-2 |
| England National League | 2019/11/26 19:45 | Chesterfield v Hartlepool | L | 1-5 |
| England National League | 2019/09/24 18:45 | Hartlepool v Chesterfield | D | 1-1 |
| England National League | 2018/12/29 15:00 | Chesterfield v Hartlepool | D | 1-1 |
| England National League | 2018/08/27 14:00 | Hartlepool v Chesterfield | L | 1-0 |
| Club Friendly List | 2015/08/01 14:00 | Hartlepool v Chesterfield | W | 0-1 |
| Club Friendly List | 2023/07/29 12:00 | Bristol Rovers v Chesterfield | L | 2-0 |
| Club Friendly List | 2023/07/22 14:00 | Accrington Stanley v Chesterfield | W | 2-3 |
| Club Friendly List | 2023/07/19 18:00 | Chesterfield v Derby | L | 0-1 |
| Elite Club Friendlies | 2023/07/15 14:00 | Chesterfield v Sheff Utd | L | 0-2 |
| Club Friendly List | 2023/07/11 18:00 | Chesterfield v Sheff Wed | L | 1-2 |
| UK Friendlies | 2023/07/08 14:00 | Alfreton Town v Chesterfield | W | 1-5 |
| Club Friendly List | 2023/07/04 18:45 | Matlock Town v Chesterfield | W | 0-9 |
| England National League | 2023/05/13 14:30 | Chesterfield v Notts County | D | 1-1 |
| Club Friendly List | 2023/08/01 18:30 | Hartlepool v Sunderland | W | 5-2 |
| Club Friendly List | 2023/07/28 18:30 | Hartlepool v Harrogate Town | L | 1-2 |
| Club Friendly List | 2023/07/22 14:00 | Blyth Spartans v Hartlepool | D | 0-0 |
| Club Friendly List | 2023/07/14 18:00 | Hartlepool v Middlesbrough | W | 2-1 |
| England League 2 | 2023/05/08 11:30 | Stockport v Hartlepool | D | 1-1 |
| England League 2 | 2023/04/29 14:00 | Hartlepool v Barrow | W | 3-1 |
| England League 2 | 2023/04/22 14:00 | Hartlepool v Crawley Town | L | 0-2 |
| England League 2 | 2023/04/18 18:45 | Salford City v Hartlepool | L | 2-0 |