| 1 | Tue 11 Jul | 22-2 v BromleyDulwich Hamlet 2-2 Bromley | Friendly |
| 2 | Sat 15 Jul | 20-0 v AveleyAveley 0-0 Dulwich Hamlet | Friendly |
| 3 | Tue 18 Jul | 2 3-1 v Welling UnitedWelling United 1-3 Dulwich Hamlet | Friendly |
| 4 | Sat 22 Jul | 22-1 v Erith & BelvedereDulwich Hamlet 2-1 Erith & Belvedere | Friendly |
| 5 | Tue 25 Jul | 21-1 v Tooting & Mitcham UnitedTooting & Mitcham United 1-1 Dulwich Hamlet | Friendly |
| 6 | Fri 28 Jul | 23-1 v MillwallDulwich Hamlet 3-1 Millwall | Friendly |
| 7 | Sat 12 Aug | 22-2 v Hashtag UnitedHashtag United 2-2 Dulwich Hamlet | Isthmian League - Premier Division |
| 8 | Tue 15 Aug | 24-1 v Canvey IslandDulwich Hamlet 4-1 Canvey Island | Isthmian League - Premier Division |
| 9 | Sat 19 Aug | 21-2 v Hastings UnitedDulwich Hamlet 1-2 Hastings United | Isthmian League - Premier Division |
| 10 | Sat 26 Aug | 22-3 v HorshamHorsham 3-2 Dulwich Hamlet | Isthmian League - Premier Division |
| 11 | Mon 28 Aug | 22-5 v Chatham TownDulwich Hamlet 2-5 Chatham Town | Isthmian League - Premier Division |
| 12 | Sat 2 Sep | 21-1 v Haringey BoroughDulwich Hamlet 1-1 Haringey Borough | Emirates FA Cup First Qualifying Round |
| 13 | Sat 6 Jan | 171-1 v Cray WanderersCray Wanderers 1-1 Lewes | Isthmian League - Premier Division |
| 14 | Sat 13 Jan | 173-0 v Potters Bar TownLewes 3-0 Potters Bar Town | Isthmian League - Premier Division |
| 15 | Mon 15 Jan | 17 3-2 v Hashtag UnitedHashtag United 2-3 Lewes | Isthmian League - Premier Division |
| 16 | Sat 20 Jan | 170-5 v Billericay TownBillericay Town 5-0 Lewes | Isthmian League - Premier Division |
| 17 | Sat 27 Jan | 174-2 v MargateLewes 4-2 Margate | Isthmian League - Premier Division |
| 18 | Tue 30 Jan | 17 1-3 v Carshalton AthleticLewes 1-3 Carshalton Athletic | Isthmian League - Premier Division |
| 19 | Sat 3 Feb | 170-3 v Wingate & FinchleyWingate & Finchley 3-0 Lewes | Isthmian League - Premier Division |
| 20 | Tue 6 Feb | 170-3 v Billericay TownLewes 0-3 Billericay Town | Isthmian League - Premier Division |
| 21 | Sat 10 Feb | 17 3-1 v Hastings UnitedHastings United 1-3 Lewes | Isthmian League - Premier Division |
| 22 | Sat 17 Feb | 170-3 v Chatham TownLewes 0-3 Chatham Town | Isthmian League - Premier Division |
| 23 | Sat 24 Feb | 173-1 v HorshamHorsham 1-3 Lewes | Isthmian League - Premier Division |
| 24 | Sat 9 Mar | 170-1 v Enfield TownEnfield Town 1-0 Lewes | Isthmian League - Premier Division |
| 25 | Sat 16 Mar | 170-2 v Dulwich HamletDulwich Hamlet 2-0 Lewes | Isthmian League - Premier Division |
| 26 | Sat 23 Mar | 17 2-1 v Concord RangersLewes 2-1 Concord Rangers | Isthmian League - Premier Division |
| 27 | Fri 29 Mar | 171-3 v Folkestone InvictaFolkestone Invicta 3-1 Lewes | Isthmian League - Premier Division |
| 28 | Mon 1 Apr | 171-1 v WhitehawkLewes 1-1 Whitehawk | Isthmian League - Premier Division |
| 29 | Sat 6 Apr | 170-4 v CheshuntCheshunt 4-0 Lewes | Isthmian League - Premier Division |
| 30 | Tue 9 Apr | 172-0 v Canvey IslandCanvey Island 0-2 Lewes | Isthmian League - Premier Division |
| 31 | Sat 13 Apr | 17 2-1 v KingstonianLewes 2-1 Kingstonian | Isthmian League - Premier Division |
| 32 | Tue 16 Apr | 172-1 v HorshamLewes 2-1 Horsham | Isthmian League - Premier Division |
| 33 | Sat 20 Apr | 17 2-1 v Hashtag UnitedLewes 2-1 Hashtag United | Isthmian League - Premier Division |
| 34 | Sat 27 Apr | 174-0 v Haringey BoroughHaringey Borough 0-4 Lewes | Isthmian League - Premier Division |
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