| 1 | Sat 27 Jul | 62-1 v Hythe TownHythe Town 1-2 Dulwich Hamlet | Friendly |
| 2 | Sat 10 Aug | 52-3 v Wingate & FinchleyWingate & Finchley 3-2 Dulwich Hamlet | Isthmian League - Premier Division |
| 3 | Tue 13 Aug | 52-1 v HendonDulwich Hamlet 2-1 Hendon | Isthmian League - Premier Division |
| 4 | Sat 17 Aug | 53-3 v WhitehawkDulwich Hamlet 3-3 Whitehawk | Isthmian League - Premier Division |
| 5 | Sat 24 Aug | 51-3 v Chatham TownChatham Town 3-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 6 | Mon 26 Aug | 5 2-1 v Cray WanderersDulwich Hamlet 2-1 Cray Wanderers | Isthmian League - Premier Division |
| 7 | Sat 31 Aug | 52-2 v LeatherheadDulwich Hamlet 2-2 Leatherhead | Emirates FA Cup First Qualifying Round |
| 8 | Tue 3 Sep | 50-1 v LeatherheadLeatherhead 1-0 Dulwich Hamlet | Emirates FA Cup First Qualifying Round Replay |
| 9 | Sat 7 Sep | 53-2 v Canvey IslandCanvey Island 2-3 Dulwich Hamlet | Isthmian League - Premier Division |
| 10 | Sat 21 Sep | 55-2 v HorshamDulwich Hamlet 5-2 Horsham | Isthmian League - Premier Division |
| 11 | Sat 28 Sep | 51-4 v Bowers & PitseaBowers & Pitsea 4-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 12 | Tue 1 Oct | 50-0 v Chichester CityChichester City 0-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 13 | Sat 5 Oct | 5 1-0 v DartfordDartford 0-1 Dulwich Hamlet | Isuzu FA Trophy Third Qualifying Round |
| 14 | Sat 12 Oct | 53-0 v Hastings UnitedDulwich Hamlet 3-0 Hastings United | Isthmian League - Premier Division |
| 15 | Sat 19 Oct | 5 0-1 v Billericay TownDulwich Hamlet 0-1 Billericay Town | Isthmian League - Premier Division |
| 16 | Sat 26 Oct | 51-1 v Hashtag UnitedDulwich Hamlet 1-1 Hashtag United | Isuzu FA Trophy First Round |
| 17 | Sat 2 Nov | 52-1 v Wingate & FinchleyDulwich Hamlet 2-1 Wingate & Finchley | Isthmian League - Premier Division |
| 18 | Tue 5 Nov | 50-3 v HendonHendon 3-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 19 | Sat 9 Nov | 53-1 v Potters Bar TownDulwich Hamlet 3-1 Potters Bar Town | Isthmian League - Premier Division |
| 20 | Tue 19 Nov | 51-2 v Folkestone InvictaFolkestone Invicta 2-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 21 | Sat 23 Nov | 50-2 v Hashtag UnitedDulwich Hamlet 0-2 Hashtag United | Isthmian League - Premier Division |
| 22 | Sat 30 Nov | 51-1 v CheshuntCheshunt 1-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 23 | Sat 7 Dec | 51-4 v Dover AthleticDulwich Hamlet 1-4 Dover Athletic | Isthmian League - Premier Division |
| 24 | Tue 10 Dec | 52-2 v LewesLewes 2-2 Dulwich Hamlet | Isthmian League - Premier Division |
| 25 | Sat 14 Dec | 5 2-2 v DartfordDartford 2-2 Dulwich Hamlet | Isthmian League - Premier Division |
| 26 | Sat 21 Dec | 52-4 v Cray Valley PMDulwich Hamlet 2-4 Cray Valley PM | Isthmian League - Premier Division |
| 27 | Thu 26 Dec | 51-0 v Carshalton AthleticDulwich Hamlet 1-0 Carshalton Athletic | Isthmian League - Premier Division |
| 28 | Sat 28 Dec | 51-2 v WhitehawkWhitehawk 2-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 29 | Wed 1 Jan | 50-1 v Cray WanderersCray Wanderers 1-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 30 | Sat 4 Jan | 53-4 v Bognor Regis TownDulwich Hamlet 3-4 Bognor Regis Town | Isthmian League - Premier Division |
| 31 | Sat 18 Jan | 50-2 v Billericay TownBillericay Town 2-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 32 | Sat 25 Jan | 51-2 v Chichester CityDulwich Hamlet 1-2 Chichester City | Isthmian League - Premier Division |
| 33 | Sat 1 Feb | 50-3 v HorshamHorsham 3-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 34 | Mon 3 Feb | 53-0 v Sutton Common RoversSutton Common Rovers 0-3 Dulwich Hamlet | London Senior Cup Third Round |
| 35 | Sat 8 Feb | 53-0 v Bowers & PitseaDulwich Hamlet 3-0 Bowers & Pitsea | Isthmian League - Premier Division |
| 36 | Tue 11 Feb | 52-1 v Folkestone InvictaDulwich Hamlet 2-1 Folkestone Invicta | Isthmian League - Premier Division |
| 37 | Sat 15 Feb | 50-0 v Hastings UnitedHastings United 0-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 38 | Sat 1 Mar | 51-3 v LewesDulwich Hamlet 1-3 Lewes | Isthmian League - Premier Division |
| 39 | Sat 8 Mar | 53-3 v Hashtag UnitedHashtag United 3-3 Dulwich Hamlet | Isthmian League - Premier Division |
| 40 | Tue 11 Mar | 51-0 v Potters Bar TownPotters Bar Town 0-1 Dulwich Hamlet | Isthmian League - Premier Division |
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