| 1 | Sat 9 Aug 2014 | 50-1 v MargateMargate 1-0 Hampton & Richmond Borough | Ryman League Premier Division |
| 2 | Tue 12 Aug 2014 | 51-4 v Wingate & FinchleyHampton & Richmond Borough 1-4 Wingate & Finchley | Ryman League Premier Division |
| 3 | Sat 16 Aug 2014 | 52-4 v Witham TownHampton & Richmond Borough 2-4 Witham Town | Ryman League Premier Division |
| 4 | Tue 19 Aug 2014 | 50-2 v Maidstone UnitedMaidstone United 2-0 Hampton & Richmond Borough | Ryman League Premier Division |
| 5 | Sat 23 Aug 2014 | 50-4 v Grays AthleticHampton & Richmond Borough 0-4 Grays Athletic | Ryman League Premier Division |
| 6 | Sat 30 Aug 2014 | 52-1 v LewesHampton & Richmond Borough 2-1 Lewes | Ryman League Premier Division |
| 7 | Tue 2 Sep 2014 | 52-1 v Harrow BoroughHarrow Borough 1-2 Hampton & Richmond Borough | Ryman League Premier Division |
| 8 | Sat 6 Sep 2014 | 52-2 v Dulwich HamletDulwich Hamlet 2-2 Hampton & Richmond Borough | Ryman League Premier Division |
| 9 | Tue 9 Sep 2014 | 54-6 v LeistonHampton & Richmond Borough 4-6 Leiston | Ryman League Premier Division |
| 10 | Sat 13 Sep 2014 | 52-3 v VCD AthleticVCD Athletic 3-2 Hampton & Richmond Borough | FA Cup First Qualifying Round |
| 11 | Mon 15 Sep 2014 | 52-2 v HendonHendon 2-2 Hampton & Richmond Borough | Ryman League Premier Division |
| 12 | Sat 20 Sep 2014 | 52-1 v East Thurrock UnitedHampton & Richmond Borough 2-1 East Thurrock United | Ryman League Premier Division |
| 13 | Tue 23 Sep 2014 | 51-0 v Enfield TownHampton & Richmond Borough 1-0 Enfield Town | Ryman League Premier Division |
| 14 | Sat 27 Sep 2014 | 51-0 v AFC HornchurchAFC Hornchurch 0-1 Hampton & Richmond Borough | Ryman League Premier Division |
| 15 | Tue 30 Sep 2014 | 51-5 v LeatherheadHampton & Richmond Borough 1-5 Leatherhead | Ryman League Premier Division |
| 16 | Sat 4 Oct 2014 | 50-2 v Tonbridge AngelsTonbridge Angels 2-0 Hampton & Richmond Borough | Ryman League Premier Division |
| 17 | Tue 7 Oct 2014 | 52-1 v Metropolitan PoliceMetropolitan Police 1-2 Hampton & Richmond Borough | Robert Dyas League Cup First Round |
| 18 | Sat 11 Oct 2014 | 52-1 v VCD AthleticHampton & Richmond Borough 2-1 VCD Athletic | Ryman League Premier Division |
| 19 | Tue 14 Oct 2014 | 50-3 v Metropolitan PoliceMetropolitan Police 3-0 Hampton & Richmond Borough | Ryman League Premier Division |
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