| 1 | Sat 23 Aug 2014 | 10-4 v Grays AthleticHampton & Richmond Borough 0-4 Grays Athletic | Ryman League Premier Division |
| 2 | Sat 30 Aug 2014 | 12-1 v LewesHampton & Richmond Borough 2-1 Lewes | Ryman League Premier Division |
| 3 | Tue 2 Sep 2014 | 12-1 v Harrow BoroughHarrow Borough 1-2 Hampton & Richmond Borough | Ryman League Premier Division |
| 4 | Sat 6 Sep 2014 | 12-2 v Dulwich HamletDulwich Hamlet 2-2 Hampton & Richmond Borough | Ryman League Premier Division |
| 5 | Tue 9 Sep 2014 | 14-6 v LeistonHampton & Richmond Borough 4-6 Leiston | Ryman League Premier Division |
| 6 | Sat 13 Sep 2014 | 12-3 v VCD AthleticVCD Athletic 3-2 Hampton & Richmond Borough | FA Cup First Qualifying Round |
| 7 | Mon 15 Sep 2014 | 12-2 v HendonHendon 2-2 Hampton & Richmond Borough | Ryman League Premier Division |
| 8 | Sat 20 Sep 2014 | 12-1 v East Thurrock UnitedHampton & Richmond Borough 2-1 East Thurrock United | Ryman League Premier Division |
| 9 | Tue 23 Sep 2014 | 11-0 v Enfield TownHampton & Richmond Borough 1-0 Enfield Town | Ryman League Premier Division |
| 10 | Sat 27 Sep 2014 | 11-0 v AFC HornchurchAFC Hornchurch 0-1 Hampton & Richmond Borough | Ryman League Premier Division |
| 11 | Tue 30 Sep 2014 | 11-5 v LeatherheadHampton & Richmond Borough 1-5 Leatherhead | Ryman League Premier Division |
| 12 | Sat 4 Oct 2014 | 10-2 v Tonbridge AngelsTonbridge Angels 2-0 Hampton & Richmond Borough | Ryman League Premier Division |
| 13 | Sat 18 Oct 2014 | 10-3 v Bognor Regis TownBognor Regis Town 3-0 Hampton & Richmond Borough | Ryman League Premier Division |
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