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| 12.12.2025 | RYM | Cray Wanderers | 1-2 | Whitehawk FC | |
| 25.01.2025 | RYM | Whitehawk FC | 2-0 | Cray Wanderers | |
| 22.10.2024 | RYM | Cray Wanderers | 0-0 | Whitehawk FC | |
| 27.02.2024 | RYM | Whitehawk FC | 2-0 | Cray Wanderers | |
| 29.11.2023 | RYM | Cray Wanderers | 2-2 | Whitehawk FC | |
| 31.10.2020 | FAT | Whitehawk FC | 0-3 | Cray Wanderers |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 1 | 2 | 3 | 9 | 10 | -1 |
| away | 6 | 4 | 2 | 0 | 13 | 5 | 8 |
| total | 6 | 3 | 1 | 2 | 14 | 9 | 5 |
| Cray Wanderers win | 12.50% | 1 |
| draw | 25.00% | 2 |
| Cray Wanderers lose | 62.50% | 5 |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 1 | 2 | 3 | 6 | 8 | -2 |
| away | 6 | 4 | 0 | 2 | 14 | 10 | 4 |
| total | 6 | 3 | 1 | 2 | 13 | 10 | 3 |
| Whitehawk FC win | 62.50% | 5 |
| draw | 25.00% | 2 |
| Whitehawk FC lose | 12.50% | 1 |
| 17.01.2026 | RYM | Hashtag United | 2-2 | Cray Wanderers |  |
| 09.01.2026 | RYM | Cray Wanderers | 0-3 | Aveley FC |  |
| 03.01.2026 | RYM | Brentwood Town | 1-4 | Cray Wanderers |  |
| 27.12.2025 | RYM | Cray Wanderers | 5-0 | Cray Valley PM | |
| 20.12.2025 | RYM | Wingate & Finchley | 1-2 | Cray Wanderers | |
| 12.12.2025 | RYM | Cray Wanderers | 1-2 | Whitehawk FC | |
| 27.01.2026 | RYM | Chatham Town | P-P | Whitehawk FC |  |
| 17.01.2026 | RYM | St Albans City | 3-5 | Whitehawk FC | |
| 10.01.2026 | RYM | Whitehawk FC | P-P | Cheshunt FC | |
| 27.12.2025 | RYM | Whitehawk FC | 2-0 ABD | Lewes FC | |
| 20.12.2025 | RYM | Cray Valley PM | 0-2 | Whitehawk FC | |
| 12.12.2025 | RYM | Cray Wanderers | 1-2 | Whitehawk FC | |
| over 2.5 | 57.14% | 16 |
| under 2.5 | 42.86% | 12 |
| over 2.5 | 58.33% | 14 |
| under 2.5 | 41.67% | 10 |
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