| 1 | Sat 8 Aug | 56-0 v Maldon & TiptreeDulwich Hamlet 6-0 Maldon & Tiptree | Isthmian League - Premier Division |
| 2 | Tue 11 Aug | 51-3 v Chatham TownChatham Town 3-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 3 | Sat 15 Aug | 52-0 v CheshuntDulwich Hamlet 2-0 Cheshunt | Isthmian League - Premier Division |
| 4 | Sat 22 Aug | 50-1 v Wingate & FinchleyWingate & Finchley 1-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 5 | Sat 29 Aug | 52-2 v Three BridgesDulwich Hamlet 2-2 Three Bridges | Isthmian League - Premier Division |
| 6 | Mon 31 Aug | 53-2 v LeatherheadLeatherhead 2-3 Dulwich Hamlet | Isthmian League - Premier Division |
| 7 | Sat 5 Sep | 54-0 v East Grinstead TownDulwich Hamlet 4-0 East Grinstead Town | Emirates FA Cup First Qualifying Round |
| 8 | Sat 12 Sep | 52-1 v Brentwood TownDulwich Hamlet 2-1 Brentwood Town | Isthmian League - Premier Division |
| 9 | Sat 19 Sep | 54-1 v Welling UnitedDulwich Hamlet 4-1 Welling United | Emirates FA Cup Second Qualifying Round |
| 10 | Sat 26 Sep | 51-2 v Hastings UnitedHastings United 2-1 Dulwich Hamlet | FA Trophy Third Qualifying Round |
| 11 | Tue 29 Sep | 5 2-0 v AveleyDulwich Hamlet 2-0 Aveley | Isthmian League - Premier Division |
| 12 | Sat 3 Oct | 50-5 v SalisburySalisbury 5-0 Dulwich Hamlet | Emirates FA Cup Third Qualifying Round |
| 13 | Sat 10 Oct | 50-3 v Enfield TownEnfield Town 3-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 14 | Tue 13 Oct | 50-2 v Burgess Hill TownBurgess Hill Town 2-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 15 | Sat 17 Oct | 52-2 v Carshalton AthleticDulwich Hamlet 2-2 Carshalton Athletic | Isthmian League - Premier Division |
| 16 | Tue 20 Oct | 50-4 v Chatham TownDulwich Hamlet 0-4 Chatham Town | Isthmian League - Premier Division |
| 17 | Sat 24 Oct | 51-1 v Maldon & TiptreeMaldon & Tiptree 1-1 Dulwich Hamlet | Isthmian League - Premier Division |
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