| 1 | Tue 5 Aug 2014 | 103-3 v Tooting & Mitcham UnitedDulwich Hamlet 3-3 Tooting & Mitcham United | Friendly |
| 2 | Sat 9 Aug 2014 | 163-2 v Harrow BoroughDulwich Hamlet 3-2 Harrow Borough | Ryman League Premier Division |
| 3 | Sat 16 Aug 2014 | 112-0 v LeistonLeiston 0-2 Dulwich Hamlet | Ryman League Premier Division |
| 4 | Tue 19 Aug 2014 | 143-1 v Peacehaven & TelscombeDulwich Hamlet 3-1 Peacehaven & Telscombe | Ryman League Premier Division |
| 5 | Sat 23 Aug 2014 | 42-0 v LewesDulwich Hamlet 2-0 Lewes | Ryman League Premier Division |
| 6 | Sat 30 Aug 2014 | 41-2 v Billericay TownBillericay Town 2-1 Dulwich Hamlet | Ryman League Premier Division |
| 7 | Tue 2 Sep 2014 | 72-1 v MargateDulwich Hamlet 2-1 Margate | Ryman League Premier Division |
| 8 | Sat 6 Sep 2014 | 72-2 v Hampton & Richmond BoroughDulwich Hamlet 2-2 Hampton & Richmond Borough | Ryman League Premier Division |
| 9 | Wed 10 Sep 2014 | 70-1 v Grays AthleticGrays Athletic 1-0 Dulwich Hamlet | Ryman League Premier Division |
| 10 | Sat 13 Sep 2014 | 120-3 v WorthingDulwich Hamlet 0-3 Worthing | FA Cup First Qualifying Round |
| 11 | Tue 16 Sep 2014 | 23-0 v VCD AthleticVCD Athletic 0-3 Dulwich Hamlet | Ryman League Premier Division |
| 12 | Sat 20 Sep 2014 | 22-0 v AFC HornchurchDulwich Hamlet 2-0 AFC Hornchurch | Ryman League Premier Division |
| 13 | Tue 23 Sep 2014 | 23-3 v Wingate & FinchleyDulwich Hamlet 3-3 Wingate & Finchley | Ryman League Premier Division |
| 14 | Tue 30 Sep 2014 | 23-0 v Bury TownDulwich Hamlet 3-0 Bury Town | Ryman League Premier Division |
| 15 | Sat 4 Oct 2014 | 22-1 v Canvey IslandCanvey Island 1-2 Dulwich Hamlet | Ryman League Premier Division |
| 16 | Sat 11 Oct 2014 | 20-1 v Bognor Regis TownDulwich Hamlet 0-1 Bognor Regis Town | Ryman League Premier Division |
| 17 | Tue 14 Oct 2014 | 72-2 v Walton & HershamDulwich Hamlet 2-2 Walton & Hersham | Robert Dyas League Cup First Round |
| 18 | Sat 18 Oct 2014 | 20-0 v Metropolitan PoliceMetropolitan Police 0-0 Dulwich Hamlet | Ryman League Premier Division |
| 19 | Sat 25 Oct 2014 | 20-0 v HendonDulwich Hamlet 0-0 Hendon | Ryman League Premier Division |
| 20 | Sat 1 Nov 2014 | 23-0 v Chalfont St PeterDulwich Hamlet 3-0 Chalfont St Peter | FA Trophy First Qualifying Round |
| 21 | Wed 12 Nov 2014 | 21-1 v Maidstone UnitedMaidstone United 1-1 Dulwich Hamlet | Ryman League Premier Division |
| 22 | Sat 15 Nov 2014 | 110-2 v Metropolitan PoliceMetropolitan Police 2-0 Dulwich Hamlet | FA Trophy Second Qualifying Round |
| 23 | Sat 22 Nov 2014 | 23-1 v Harrow BoroughHarrow Borough 1-3 Dulwich Hamlet | Ryman League Premier Division |
| 24 | Tue 25 Nov 2014 | 22-2 v East Thurrock UnitedEast Thurrock United 2-2 Dulwich Hamlet | Ryman League Premier Division |
| 25 | Sat 29 Nov 2014 | 22-1 v KingstonianDulwich Hamlet 2-1 Kingstonian | Ryman League Premier Division |
| 26 | Tue 9 Dec 2014 | 112-0 v Tonbridge AngelsDulwich Hamlet 2-0 Tonbridge Angels | Ryman League Premier Division |
| 27 | Sat 20 Dec 2014 | 141-0 v Witham TownDulwich Hamlet 1-0 Witham Town | Ryman League Premier Division |
| 28 | Thu 1 Jan 2015 | 164-1 v LeatherheadDulwich Hamlet 4-1 Leatherhead | Ryman League Premier Division |
| 29 | Tue 13 Jan 2015 | 21-2 v LeistonDulwich Hamlet 1-2 Leiston | Ryman League Premier Division |
| 30 | Sat 21 Feb 2015 | 80-0 v Metropolitan PoliceDulwich Hamlet 0-0 Metropolitan Police | Ryman League Premier Division |
| 31 | Sat 28 Feb 2015 | 40-4 v Bognor Regis TownBognor Regis Town 4-0 Dulwich Hamlet | Ryman League Premier Division |
| 32 | Sat 7 Mar 2015 | 21-2 v VCD AthleticDulwich Hamlet 1-2 VCD Athletic | Ryman League Premier Division |
| 33 | Sat 14 Mar 2015 | 80-1 v AFC HornchurchAFC Hornchurch 1-0 Dulwich Hamlet | Ryman League Premier Division |
| 34 | Sat 21 Mar 2015 | 43-3 v East Thurrock UnitedDulwich Hamlet 3-3 East Thurrock United | Ryman League Premier Division |
| 35 | Sat 28 Mar 2015 | 40-3 v Wingate & FinchleyWingate & Finchley 3-0 Dulwich Hamlet | Ryman League Premier Division |
| 36 | Sat 4 Apr 2015 | 40-0 v Witham TownWitham Town 0-0 Dulwich Hamlet | Ryman League Premier Division |
| 37 | Mon 6 Apr 2015 | 22-1 v Enfield TownDulwich Hamlet 2-1 Enfield Town | Ryman League Premier Division |
| 38 | Sat 11 Apr 2015 | 32-2 v HendonHendon 2-2 Dulwich Hamlet | Ryman League Premier Division |
| 39 | Sat 18 Apr 2015 | 20-0 v Maidstone UnitedDulwich Hamlet 0-0 Maidstone United | Ryman League Premier Division |
| 40 | Sat 25 Apr 2015 | 22-2 v Tonbridge AngelsTonbridge Angels 2-2 Dulwich Hamlet | Ryman League Premier Division |
| 41 | Thu 14 May 2015 | 21-2 v MargateMargate 2-1 Dulwich Hamlet | Ryman League Premier Division Play-off Semi Final |
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