| 1 | Sat 12 Aug 2023 | 1 2-2 v Hashtag UnitedHashtag United 2-2 Dulwich Hamlet |
| 2 | Tue 15 Aug 2023 | 14-1 v Canvey IslandDulwich Hamlet 4-1 Canvey Island |
| 3 | Sat 19 Aug 2023 | 11-2 v Hastings UnitedDulwich Hamlet 1-2 Hastings United |
| 4 | Sat 26 Aug 2023 | 12-3 v HorshamHorsham 3-2 Dulwich Hamlet |
| 5 | Mon 28 Aug 2023 | 12-5 v Chatham TownDulwich Hamlet 2-5 Chatham Town |
| 6 | Sat 23 Sep 2023 | 12-0 v Concord RangersDulwich Hamlet 2-0 Concord Rangers |
| 7 | Tue 26 Sep 2023 | 1 1-2 v HornchurchHornchurch 2-1 Dulwich Hamlet |
| 8 | Sat 30 Sep 2023 | 11-2 v CheshuntCheshunt 2-1 Dulwich Hamlet |
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