| Date | Match | League | Result | OU 2.5 | Both to score |
|---|---|---|---|---|---|
| 8/8/25 | Denbigh Town vs Holywell | Division 1 | 1:2 | Yes | Yes |
| 1/4/25 | Denbigh Town vs Holywell | Division 1 | 2:4 | Yes | Yes |
| 9/28/24 | Holywell vs Denbigh Town | Division 1 | 0:2 | No | No |
| 3/16/24 | Holywell vs Denbigh Town | Division 1 | 3:0 | Yes | No |
| 8/18/23 | Denbigh Town vs Holywell | Division 1 | 1:5 | Yes | Yes |
| 4/9/19 | Denbigh Town vs Holywell | Division 1 | 1:3 | Yes | Yes |
| 9/21/18 | Holywell vs Denbigh Town | Division 1 | 1:3 | Yes | Yes |
| 5/2/18 | Holywell vs Denbigh Town | Division 1 | 2:3 | Yes | Yes |
| 1/20/18 | Denbigh Town vs Holywell | Club Friendly | 1:3 | Yes | Yes |
| 1/3/18 | Holywell vs Denbigh Town | Club Friendly | 4:0 | Yes | No |
| 8/12/17 | Denbigh Town vs Holywell | Division 1 | 1:5 | Yes | Yes |
| 2/4/17 | Denbigh Town vs Holywell | Division 1 | 0:4 | Yes | No |
| 9/14/16 | Holywell vs Denbigh Town | Division 1 | 2:1 | Yes | Yes |
| 3/19/16 | Denbigh Town vs Holywell | Division 1 | 1:1 | No | Yes |
| 11/28/15 | Holywell vs Denbigh Town | Division 1 | 2:1 | Yes | Yes |
| 10/6/12 | Holywell vs Denbigh Town | Fa Cup | 3:1 | Yes | Yes |