| 1 | Sat 27 Jul | 12-1 v Hythe TownHythe Town 1-2 Dulwich Hamlet | Friendly |
| 2 | Sat 10 Aug | 1 2-3 v Wingate & FinchleyWingate & Finchley 3-2 Dulwich Hamlet | Isthmian League - Premier Division |
| 3 | Tue 13 Aug | 12-1 v HendonDulwich Hamlet 2-1 Hendon | Isthmian League - Premier Division |
| 4 | Sat 17 Aug | 13-3 v WhitehawkDulwich Hamlet 3-3 Whitehawk | Isthmian League - Premier Division |
| 5 | Sat 24 Aug | 11-3 v Chatham TownChatham Town 3-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 6 | Mon 26 Aug | 12-1 v Cray WanderersDulwich Hamlet 2-1 Cray Wanderers | Isthmian League - Premier Division |
| 7 | Sat 31 Aug | 12-2 v LeatherheadDulwich Hamlet 2-2 Leatherhead | Emirates FA Cup First Qualifying Round |
| 8 | Tue 3 Sep | 1 0-1 v LeatherheadLeatherhead 1-0 Dulwich Hamlet | Emirates FA Cup First Qualifying Round Replay |
| 9 | Sat 7 Sep | 13-2 v Canvey IslandCanvey Island 2-3 Dulwich Hamlet | Isthmian League - Premier Division |
| 10 | Sat 21 Sep | 15-2 v HorshamDulwich Hamlet 5-2 Horsham | Isthmian League - Premier Division |
| 11 | Tue 10 Dec | 12-2 v LewesLewes 2-2 Dulwich Hamlet | Isthmian League - Premier Division |
| 12 | Sat 14 Dec | 12-2 v DartfordDartford 2-2 Dulwich Hamlet | Isthmian League - Premier Division |
| 13 | Sat 21 Dec | 12-4 v Cray Valley PMDulwich Hamlet 2-4 Cray Valley PM | Isthmian League - Premier Division |
| 14 | Thu 26 Dec | 11-0 v Carshalton AthleticDulwich Hamlet 1-0 Carshalton Athletic | Isthmian League - Premier Division |
| 15 | Sat 28 Dec | 11-2 v WhitehawkWhitehawk 2-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 16 | Wed 1 Jan | 10-1 v Cray WanderersCray Wanderers 1-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 17 | Sat 4 Jan | 13-4 v Bognor Regis TownDulwich Hamlet 3-4 Bognor Regis Town | Isthmian League - Premier Division |
| 18 | Sat 18 Jan | 10-2 v Billericay TownBillericay Town 2-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 19 | Sat 25 Jan | 11-2 v Chichester CityDulwich Hamlet 1-2 Chichester City | Isthmian League - Premier Division |
| 20 | Sat 1 Feb | 10-3 v HorshamHorsham 3-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 21 | Mon 3 Feb | 13-0 v Sutton Common RoversSutton Common Rovers 0-3 Dulwich Hamlet | London Senior Cup Third Round |
| 22 | Sat 8 Feb | 13-0 v Bowers & PitseaDulwich Hamlet 3-0 Bowers & Pitsea | Isthmian League - Premier Division |
| 23 | Tue 11 Feb | 1 2-1 v Folkestone InvictaDulwich Hamlet 2-1 Folkestone Invicta | Isthmian League - Premier Division |
| 24 | Sat 15 Feb | 10-0 v Hastings UnitedHastings United 0-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 25 | Sat 15 Mar | 1 0-1 v CheshuntDulwich Hamlet 0-1 Cheshunt | Isthmian League - Premier Division |
| 26 | Sat 22 Mar | 10-1 v Dover AthleticDover Athletic 1-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 27 | Sat 29 Mar | 10-3 v DartfordDulwich Hamlet 0-3 Dartford | Isthmian League - Premier Division |
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