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| Date | Match | Score |
|---|
| Date | Match | Score | Res |
|---|---|---|---|
| 02.08.2025 | AFC Whyteleafe - Chipstead | 5 - 0 | L |
| 03.08.2024 | Chipstead - Athletic Newham | 0 - 2 | L |
| 30.07.2024 | Chipstead - Three Bridges | 2 - 2 | D |
| 27.04.2024 | Southall - Chipstead | 0 - 0 | D |
| 20.04.2024 | Chipstead - Thatcham Town | 0 - 3 | L |
| Date | Match | Score | Res |
|---|---|---|---|
| 07.09.2026 | Carshalton Athletic - Chertsey Town | 1 - 2 | W |
| 05.09.2026 | Chertsey Town - Carshalton Athletic | 1 - 1 | D |
| 31.08.2026 | Hanworth Villa - Chertsey Town | 4 - 1 | L |
| 29.08.2026 | Chertsey Town - Frome Town | 1 - 2 | L |
| 22.08.2026 | Sholing - Chertsey Town | 2 - 4 | W |