Head to Head
| England League 2 | 2025/08/23 14:00 | Harrogate Town v Chesterfield | W | 1-2 |
| England League 2 | 2025/03/22 15:00 | Chesterfield v Harrogate Town | D | 0-0 |
| 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 | 2025/09/13 14:00 | Chesterfield v Milton Keynes Dons | D | 1-1 |
| England League 2 | 2025/09/06 14:00 | Walsall v Chesterfield | L | 1-0 |
| England EFL Trophy | 2025/09/02 18:00 | Crewe v Chesterfield | L | 7-1 |
| England League 2 | 2025/08/30 14:00 | Chesterfield v Crawley Town | D | 2-2 |
| England League 2 | 2025/08/23 14:00 | Harrogate Town v Chesterfield | W | 1-2 |
| England League 2 | 2025/08/19 18:45 | Gillingham v Chesterfield | L | 4-1 |
| England League 2 | 2025/08/16 11:30 | Chesterfield v Bristol Rovers | W | 3-1 |
| England EFL Cup | 2025/08/12 18:45 | Chesterfield v Mansfield | L | 0-2 |
Away History
| England League 2 | 2025/09/13 14:00 | Swindon v Harrogate Town | L | 3-1 |
| England EFL Trophy | 2025/09/09 18:45 | Mansfield v Harrogate Town | W | 0-1 |
| England League 2 | 2025/09/06 14:00 | Harrogate Town v Crawley Town | L | 0-1 |
| England League 2 | 2025/08/30 14:00 | Bromley v Harrogate Town | L | 2-0 |
| England League 2 | 2025/08/23 14:00 | Harrogate Town v Chesterfield | L | 1-2 |
| England League 2 | 2025/08/19 18:45 | Harrogate Town v Barrow | W | 1-0 |
| England League 2 | 2025/08/16 14:00 | Cambridge Utd v Harrogate Town | D | 1-1 |
| England EFL Cup | 2025/08/12 18:45 | Harrogate Town v Lincoln City | L | 1-3 |
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