| 1 | Tue 11 Jul 2023 | 82-2 v BromleyDulwich Hamlet 2-2 Bromley | Friendly |
| 2 | Sat 15 Jul 2023 | 100-0 v AveleyAveley 0-0 Dulwich Hamlet | Friendly |
| 3 | Tue 18 Jul 2023 | 203-1 v Welling UnitedWelling United 1-3 Dulwich Hamlet | Friendly |
| 4 | Tue 25 Jul 2023 | 101-1 v Tooting & Mitcham UnitedTooting & Mitcham United 1-1 Dulwich Hamlet | Friendly |
| 5 | Fri 28 Jul 2023 | 203-1 v MillwallDulwich Hamlet 3-1 Millwall | Friendly |
| 6 | Tue 1 Aug 2023 | 112-2 v Welwyn Garden CityWelwyn Garden City 2-2 Dulwich Hamlet | Friendly |
| 7 | Sat 5 Aug 2023 | 293-2 v Cray Valley PMCray Valley PM 2-3 Dulwich Hamlet | Friendly |
| 8 | Tue 15 Aug 2023 | 84-1 v Canvey IslandDulwich Hamlet 4-1 Canvey Island | Isthmian League - Premier Division |
| 9 | Sat 19 Aug 2023 | 81-2 v Hastings UnitedDulwich Hamlet 1-2 Hastings United | Isthmian League - Premier Division |
| 10 | Sat 26 Aug 2023 | 82-3 v HorshamHorsham 3-2 Dulwich Hamlet | Isthmian League - Premier Division |
| 11 | Mon 28 Aug 2023 | 82-5 v Chatham TownDulwich Hamlet 2-5 Chatham Town | Isthmian League - Premier Division |
| 12 | Tue 28 Nov 2023 | 112-2 v Potters Bar TownDulwich Hamlet 2-2 Potters Bar Town | Isthmian League - Premier Division |
| 13 | Sat 27 Jan 2024 | 153-1 v Haringey BoroughDulwich Hamlet 3-1 Haringey Borough | Isthmian League - Premier Division |
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