| 1 | Sat 27 Jul | 52-1 v Hythe TownHythe Town 1-2 Dulwich Hamlet | Friendly |
| 2 | Sat 10 Aug | 62-3 v Wingate & FinchleyWingate & Finchley 3-2 Dulwich Hamlet | Isthmian League - Premier Division |
| 3 | Tue 13 Aug | 62-1 v HendonDulwich Hamlet 2-1 Hendon | Isthmian League - Premier Division |
| 4 | Sat 17 Aug | 63-3 v WhitehawkDulwich Hamlet 3-3 Whitehawk | Isthmian League - Premier Division |
| 5 | Sat 24 Aug | 61-3 v Chatham TownChatham Town 3-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 6 | Sat 26 Oct | 61-1 v Hashtag UnitedDulwich Hamlet 1-1 Hashtag United | Isuzu FA Trophy First Round |
| 7 | Sat 2 Nov | 6 2-1 v Wingate & FinchleyDulwich Hamlet 2-1 Wingate & Finchley | Isthmian League - Premier Division |
| 8 | Tue 5 Nov | 6 0-3 v HendonHendon 3-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 9 | Sat 9 Nov | 63-1 v Potters Bar TownDulwich Hamlet 3-1 Potters Bar Town | Isthmian League - Premier Division |
| 10 | Tue 19 Nov | 6 1-2 v Folkestone InvictaFolkestone Invicta 2-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 11 | Sat 23 Nov | 60-2 v Hashtag UnitedDulwich Hamlet 0-2 Hashtag United | Isthmian League - Premier Division |
| 12 | Sat 30 Nov | 61-1 v CheshuntCheshunt 1-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 13 | Sat 7 Dec | 61-4 v Dover AthleticDulwich Hamlet 1-4 Dover Athletic | Isthmian League - Premier Division |
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