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| Date | Match | Score |
|---|---|---|
| 09.12.2025 | Brentwood Town - Cheshunt | 2 : 2 |
| 04.09.2021 | Brentwood Town - Cheshunt | 0 : 2 |
| Date | Match | Score | Res |
|---|---|---|---|
| 12.09.2026 | Eastbourne Borough - Cheshunt | 3 - 0 | L |
| 04.09.2026 | Aveley - Cheshunt | 4 - 2 | L |
| 31.08.2026 | Cheshunt - St Albans City | 1 - 1 | D |
| 29.08.2026 | Whyteleafe - Cheshunt | 2 - 2 | D |
| 22.08.2026 | Cheshunt - Burgess Hill Town | 1 - 1 | D |
| Date | Match | Score | Res |
|---|---|---|---|
| 12.09.2026 | Dulwich Hamlet - Brentwood Town | 2 - 1 | L |
| 08.09.2026 | Brentwood Town - Concord Rangers | 4 - 2 | W |
| 05.09.2026 | Concord Rangers - Brentwood Town | 0 - 0 | D |
| 31.08.2026 | Brentwood Town - Maldon & Tiptree | - | |
| 29.08.2026 | Carshalton Athletic - Brentwood Town | 2 - 0 | L |