| 1 | Tue 5 Aug 2014 | 83-3 v Tooting & Mitcham UnitedDulwich Hamlet 3-3 Tooting & Mitcham United | Friendly |
| 2 | Sat 9 Aug 2014 | 83-2 v Harrow BoroughDulwich Hamlet 3-2 Harrow Borough | Ryman League Premier Division |
| 3 | Mon 11 Aug 2014 | 81-1 v KingstonianKingstonian 1-1 Dulwich Hamlet | Ryman League Premier Division |
| 4 | Tue 19 Aug 2014 | 83-1 v Peacehaven & TelscombeDulwich Hamlet 3-1 Peacehaven & Telscombe | Ryman League Premier Division |
| 5 | Tue 2 Sep 2014 | 82-1 v MargateDulwich Hamlet 2-1 Margate | Ryman League Premier Division |
| 6 | Sat 6 Sep 2014 | 102-2 v Hampton & Richmond BoroughDulwich Hamlet 2-2 Hampton & Richmond Borough | Ryman League Premier Division |
| 7 | Wed 10 Sep 2014 | 100-1 v Grays AthleticGrays Athletic 1-0 Dulwich Hamlet | Ryman League Premier Division |
| 8 | Sat 25 Oct 2014 | 150-0 v HendonDulwich Hamlet 0-0 Hendon | Ryman League Premier Division |
| 9 | Sat 1 Nov 2014 | 173-0 v Chalfont St PeterDulwich Hamlet 3-0 Chalfont St Peter | FA Trophy First Qualifying Round |
| 10 | Wed 12 Nov 2014 | 101-1 v Maidstone UnitedMaidstone United 1-1 Dulwich Hamlet | Ryman League Premier Division |
| 11 | Sat 29 Nov 2014 | 102-1 v KingstonianDulwich Hamlet 2-1 Kingstonian | Ryman League Premier Division |
| 12 | Tue 9 Dec 2014 | 102-0 v Tonbridge AngelsDulwich Hamlet 2-0 Tonbridge Angels | Ryman League Premier Division |
| 13 | Sat 20 Dec 2014 | 81-0 v Witham TownDulwich Hamlet 1-0 Witham Town | Ryman League Premier Division |
| 14 | Thu 1 Jan 2015 | 144-1 v LeatherheadDulwich Hamlet 4-1 Leatherhead | Ryman League Premier Division |
| 15 | Sat 10 Jan 2015 | 142-1 v Billericay TownDulwich Hamlet 2-1 Billericay Town | Ryman League Premier Division |
| 16 | Tue 13 Jan 2015 | 141-2 v LeistonDulwich Hamlet 1-2 Leiston | Ryman League Premier Division |
| 17 | Sat 17 Jan 2015 | 142-1 v MargateMargate 1-2 Dulwich Hamlet | Ryman League Premier Division |
| 18 | Sat 24 Jan 2015 | 140-1 v Hampton & Richmond BoroughHampton & Richmond Borough 1-0 Dulwich Hamlet | Ryman League Premier Division |
| 19 | Sat 7 Feb 2015 | 140-3 v Canvey IslandDulwich Hamlet 0-3 Canvey Island | Ryman League Premier Division |
| 20 | Sat 14 Feb 2015 | 53-1 v Bury TownBury Town 1-3 Dulwich Hamlet | Ryman League Premier Division |
| 21 | Wed 18 Feb 2015 | 140-1 v LewesLewes 1-0 Dulwich Hamlet | Ryman League Premier Division |
| 22 | Sat 7 Mar 2015 | 81-2 v VCD AthleticDulwich Hamlet 1-2 VCD Athletic | Ryman League Premier Division |
| 23 | Sat 14 Mar 2015 | 140-1 v AFC HornchurchAFC Hornchurch 1-0 Dulwich Hamlet | Ryman League Premier Division |
| 24 | Sat 21 Mar 2015 | 103-3 v East Thurrock UnitedDulwich Hamlet 3-3 East Thurrock United | Ryman League Premier Division |
| 25 | Sat 4 Apr 2015 | 100-0 v Witham TownWitham Town 0-0 Dulwich Hamlet | Ryman League Premier Division |
| 26 | Sat 25 Apr 2015 | 82-2 v Tonbridge AngelsTonbridge Angels 2-2 Dulwich Hamlet | Ryman League Premier Division |
| 27 | Thu 14 May 2015 | 81-2 v MargateMargate 2-1 Dulwich Hamlet | Ryman League Premier Division Play-off Semi Final |
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