| Date | Match | League | Result | OU 2.5 | Both to score |
|---|---|---|---|---|---|
| 8/23/25 | Harrogate Town vs Chesterfield | League Two | 1:2 | Yes | Yes |
| 3/22/25 | Chesterfield vs Harrogate Town | League Two | 0:0 | No | No |
| 11/16/24 | Harrogate Town vs Chesterfield | League Two | 2:1 | Yes | Yes |
| 3/3/20 | Chesterfield vs Harrogate Town | Blue Square Premier | 3:4 | Yes | Yes |
| 11/23/19 | Harrogate Town vs Chesterfield | Blue Square Premier | 3:1 | Yes | Yes |
| 2/23/19 | Chesterfield vs Harrogate Town | Blue Square Premier | 0:1 | No | No |
| 11/3/18 | Harrogate Town vs Chesterfield | Blue Square Premier | 1:1 | No | Yes |