| 1 | Sat 16 Aug 2014 | 122-0 v LeistonLeiston 0-2 Dulwich Hamlet | Ryman League Premier Division |
| 2 | Sat 30 Aug 2014 | 31-2 v Billericay TownBillericay Town 2-1 Dulwich Hamlet | Ryman League Premier Division |
| 3 | Tue 2 Sep 2014 | 32-1 v MargateDulwich Hamlet 2-1 Margate | Ryman League Premier Division |
| 4 | Sat 6 Sep 2014 | 32-2 v Hampton & Richmond BoroughDulwich Hamlet 2-2 Hampton & Richmond Borough | Ryman League Premier Division |
| 5 | Wed 10 Sep 2014 | 50-1 v Grays AthleticGrays Athletic 1-0 Dulwich Hamlet | Ryman League Premier Division |
| 6 | Sat 13 Sep 2014 | 30-3 v WorthingDulwich Hamlet 0-3 Worthing | FA Cup First Qualifying Round |
| 7 | Tue 16 Sep 2014 | 33-0 v VCD AthleticVCD Athletic 0-3 Dulwich Hamlet | Ryman League Premier Division |
| 8 | Sat 20 Sep 2014 | 32-0 v AFC HornchurchDulwich Hamlet 2-0 AFC Hornchurch | Ryman League Premier Division |
| 9 | Tue 23 Sep 2014 | 53-3 v Wingate & FinchleyDulwich Hamlet 3-3 Wingate & Finchley | Ryman League Premier Division |
| 10 | Tue 14 Oct 2014 | 62-2 v Walton & HershamDulwich Hamlet 2-2 Walton & Hersham | Robert Dyas League Cup First Round |
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