| 1 | Sat 15 Jul 2023 | 190-0 v AveleyAveley 0-0 Dulwich Hamlet | Friendly |
| 2 | Sat 22 Jul 2023 | 192-1 v Erith & BelvedereDulwich Hamlet 2-1 Erith & Belvedere | Friendly |
| 3 | Tue 25 Jul 2023 | 19 1-1 v Tooting & Mitcham UnitedTooting & Mitcham United 1-1 Dulwich Hamlet | Friendly |
| 4 | Fri 28 Jul 2023 | 193-1 v MillwallDulwich Hamlet 3-1 Millwall | Friendly |
| 5 | Sat 5 Aug 2023 | 193-2 v Cray Valley PMCray Valley PM 2-3 Dulwich Hamlet | Friendly |
| 6 | Sat 12 Aug 2023 | 192-2 v Hashtag UnitedHashtag United 2-2 Dulwich Hamlet | Isthmian League - Premier Division |
| 7 | Tue 5 Sep 2023 | 191-2 v Haringey BoroughHaringey Borough 2-1 Dulwich Hamlet | Emirates FA Cup First Qualifying Round Replay |
| 8 | Sat 23 Sep 2023 | 192-0 v Concord RangersDulwich Hamlet 2-0 Concord Rangers | Isthmian League - Premier Division |
| 9 | Tue 26 Sep 2023 | 19 1-2 v HornchurchHornchurch 2-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 10 | Sat 30 Sep 2023 | 191-2 v CheshuntCheshunt 2-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 11 | Tue 10 Oct 2023 | 19 0-3 v Billericay TownBillericay Town 3-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 12 | Sat 21 Oct 2023 | 19 1-1 v WhitehawkWhitehawk 1-1 Dulwich Hamlet | Isthmian League - Premier Division |
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