| 1 | Tue 11 Jul 2023 | 52-2 v BromleyDulwich Hamlet 2-2 Bromley | Friendly |
| 2 | Sat 15 Jul 2023 | 350-0 v AveleyAveley 0-0 Dulwich Hamlet | Friendly |
| 3 | Tue 18 Jul 2023 | 53-1 v Welling UnitedWelling United 1-3 Dulwich Hamlet | Friendly |
| 4 | Sat 22 Jul 2023 | 52-1 v Erith & BelvedereDulwich Hamlet 2-1 Erith & Belvedere | Friendly |
| 5 | Tue 25 Jul 2023 | 51-1 v Tooting & Mitcham UnitedTooting & Mitcham United 1-1 Dulwich Hamlet | Friendly |
| 6 | Fri 28 Jul 2023 | 53-1 v MillwallDulwich Hamlet 3-1 Millwall | Friendly |
| 7 | Tue 1 Aug 2023 | 52-2 v Welwyn Garden CityWelwyn Garden City 2-2 Dulwich Hamlet | Friendly |
| 8 | Sat 5 Aug 2023 | 53-2 v Cray Valley PMCray Valley PM 2-3 Dulwich Hamlet | Friendly |
| 9 | Sat 12 Aug 2023 | 52-2 v Hashtag UnitedHashtag United 2-2 Dulwich Hamlet | Isthmian League - Premier Division |
| 10 | Tue 15 Aug 2023 | 54-1 v Canvey IslandDulwich Hamlet 4-1 Canvey Island | Isthmian League - Premier Division |
| 11 | Sat 19 Aug 2023 | 51-2 v Hastings UnitedDulwich Hamlet 1-2 Hastings United | Isthmian League - Premier Division |
| 12 | Sat 26 Aug 2023 | 52-3 v HorshamHorsham 3-2 Dulwich Hamlet | Isthmian League - Premier Division |
| 13 | Sat 2 Sep 2023 | 51-1 v Haringey BoroughDulwich Hamlet 1-1 Haringey Borough | Emirates FA Cup First Qualifying Round |
| 14 | Tue 5 Sep 2023 | 51-2 v Haringey BoroughHaringey Borough 2-1 Dulwich Hamlet | Emirates FA Cup First Qualifying Round Replay |
| 15 | Tue 19 Sep 2023 | 52-0 v Erith TownErith Town 0-2 Dulwich Hamlet | London County Cup First Round |
| 16 | Sat 23 Sep 2023 | 52-0 v Concord RangersDulwich Hamlet 2-0 Concord Rangers | Isthmian League - Premier Division |
| 17 | Tue 26 Sep 2023 | 51-2 v HornchurchHornchurch 2-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 18 | Sat 7 Oct 2023 | 51-0 v CheshuntCheshunt 0-1 Dulwich Hamlet | Isuzu FA Trophy Third Qualifying Round |
| 19 | Tue 10 Oct 2023 | 50-3 v Billericay TownBillericay Town 3-0 Dulwich Hamlet | Isthmian League - Premier Division |
| 20 | Sat 14 Oct 2023 | 53-2 v KingstonianDulwich Hamlet 3-2 Kingstonian | Isthmian League - Premier Division |
| 21 | Sat 21 Oct 2023 | 51-1 v WhitehawkWhitehawk 1-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 22 | Tue 24 Oct 2023 | 53-2 v Wingate & FinchleyWingate & Finchley 2-3 Dulwich Hamlet | Isthmian League - Premier Division |
| 23 | Sat 28 Oct 2023 | 50-2 v LewesDulwich Hamlet 0-2 Lewes | Isuzu FA Trophy First Round |
| 24 | Sat 4 Nov 2023 | 51-1 v Haringey BoroughHaringey Borough 1-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 25 | Sat 11 Nov 2023 | 52-2 v MargateDulwich Hamlet 2-2 Margate | Isthmian League - Premier Division |
| 26 | Sat 18 Nov 2023 | 53-1 v Folkestone InvictaDulwich Hamlet 3-1 Folkestone Invicta | Isthmian League - Premier Division |
| 27 | Sat 25 Nov 2023 | 5 1-1 v Cray WanderersCray Wanderers 1-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 28 | Tue 28 Nov 2023 | 52-2 v Potters Bar TownDulwich Hamlet 2-2 Potters Bar Town | Isthmian League - Premier Division |
| 29 | Sat 2 Dec 2023 | 51-1 v Bognor Regis TownDulwich Hamlet 1-1 Bognor Regis Town | Isthmian League - Premier Division |
| 30 | Sat 9 Dec 2023 | 52-0 v LewesLewes 0-2 Dulwich Hamlet | Isthmian League - Premier Division |
| 31 | Sat 16 Dec 2023 | 52-3 v Enfield TownEnfield Town 3-2 Dulwich Hamlet | Isthmian League - Premier Division |
| 32 | Tue 26 Dec 2023 | 52-1 v Carshalton AthleticDulwich Hamlet 2-1 Carshalton Athletic | Isthmian League - Premier Division |
| 33 | Sat 30 Dec 2023 | 5 1-1 v HorshamDulwich Hamlet 1-1 Horsham | Isthmian League - Premier Division |
| 34 | Mon 1 Jan 2024 | 51-2 v Chatham TownChatham Town 2-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 35 | Sat 6 Jan 2024 | 52-1 v Hashtag UnitedDulwich Hamlet 2-1 Hashtag United | Isthmian League - Premier Division |
| 36 | Sat 13 Jan 2024 | 52-2 v Hastings UnitedHastings United 2-2 Dulwich Hamlet | Isthmian League - Premier Division |
| 37 | Sat 27 Jan 2024 | 53-1 v Haringey BoroughDulwich Hamlet 3-1 Haringey Borough | Isthmian League - Premier Division |
| 38 | Tue 30 Jan 2024 | 53-0 v Wingate & FinchleyDulwich Hamlet 3-0 Wingate & Finchley | Isthmian League - Premier Division |
| 39 | Sat 3 Feb 2024 | 54-1 v MargateMargate 1-4 Dulwich Hamlet | Isthmian League - Premier Division |
| 40 | Sat 10 Feb 2024 | 52-3 v HornchurchDulwich Hamlet 2-3 Hornchurch | Isthmian League - Premier Division |
| 41 | Sat 17 Feb 2024 | 52-1 v Concord RangersConcord Rangers 1-2 Dulwich Hamlet | Isthmian League - Premier Division |
| 42 | Sat 24 Feb 2024 | 54-2 v CheshuntDulwich Hamlet 4-2 Cheshunt | Isthmian League - Premier Division |
| 43 | Sat 9 Mar 2024 | 50-0 v WhitehawkDulwich Hamlet 0-0 Whitehawk | Isthmian League - Premier Division |
| 44 | Sat 16 Mar 2024 | 52-0 v LewesDulwich Hamlet 2-0 Lewes | Isthmian League - Premier Division |
| 45 | Wed 20 Mar 2024 | 51-2 v KingstonianKingstonian 2-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 46 | Sat 23 Mar 2024 | 5 2-0 v Bognor Regis TownBognor Regis Town 0-2 Dulwich Hamlet | Isthmian League - Premier Division |
| 47 | Tue 26 Mar 2024 | 52-1 v Potters Bar TownPotters Bar Town 1-2 Dulwich Hamlet | Isthmian League - Premier Division |
| 48 | Sat 30 Mar 2024 | 51-2 v Billericay TownDulwich Hamlet 1-2 Billericay Town | Isthmian League - Premier Division |
| 49 | Mon 1 Apr 2024 | 50-3 v Carshalton AthleticCarshalton Athletic 3-0 Dulwich Hamlet | Isthmian League - Premier Division |
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