Head to Head
| England League 2 | 2024/11/16 15:00 | Harrogate Town v Chesterfield | L | 2-1 |
| England National League | 2020/03/03 19:45 | Chesterfield v Harrogate Town | L | 3-4 |
| England National League | 2019/11/23 15:00 | Harrogate Town v Chesterfield | L | 3-1 |
| England National League | 2019/02/23 15:00 | Chesterfield v Harrogate Town | L | 0-1 |
| England National League | 2018/11/03 15:00 | Harrogate Town v Chesterfield | D | 1-1 |
Home History
| England League 2 | 2025/02/01 12:30 | Cheltenham v Chesterfield | L | 1-0 |
| England League 2 | 2025/01/28 19:45 | Chesterfield v Bromley | W | 3-0 |
| England League 2 | 2025/01/25 15:00 | Chesterfield v Port Vale | D | 1-1 |
| England League 2 | 2025/01/18 15:00 | Grimsby v Chesterfield | D | 1-1 |
| England EFL Trophy | 2025/01/14 19:00 | Chesterfield v Rotherham | D | 0-0 |
| England League 2 | 2025/01/01 15:00 | Chesterfield v Milton Keynes Dons | L | 1-2 |
| England League 2 | 2024/12/29 15:00 | Bradford v Chesterfield | L | 2-1 |
| England League 2 | 2024/12/26 15:00 | Fleetwood Town v Chesterfield | L | 2-0 |
Away History
| England League 2 | 2025/02/01 15:00 | Harrogate Town v Crewe | D | 1-1 |
| England League 2 | 2025/01/28 19:45 | Milton Keynes Dons v Harrogate Town | L | 2-1 |
| England League 2 | 2025/01/25 15:00 | Doncaster v Harrogate Town | L | 1-0 |
| England League 2 | 2025/01/21 19:45 | Harrogate Town v Colchester | D | 0-0 |
| England League 2 | 2025/01/17 19:45 | Harrogate Town v Cheltenham | W | 2-0 |
| England FA Cup | 2025/01/11 17:45 | Leeds v Harrogate Town | L | 1-0 |
| England League 2 | 2025/01/04 15:00 | Barrow v Harrogate Town | W | 0-2 |
| England League 2 | 2025/01/01 15:00 | Harrogate Town v Salford City | L | 0-2 |