| 1 | Sat 1 Nov 2014 | 10-3 v Grays AthleticHampton & Richmond Borough 0-3 Grays Athletic | FA Trophy First Qualifying Round |
| 2 | Sat 8 Nov 2014 | 12-0 v Bury TownBury Town 0-2 Hampton & Richmond Borough | Ryman League Premier Division |
| 3 | Sat 15 Nov 2014 | 14-1 v Harlow TownHampton & Richmond Borough 4-1 Harlow Town | Robert Dyas League Cup Second Round |
| 4 | Tue 18 Nov 2014 | 11-2 v Canvey IslandHampton & Richmond Borough 1-2 Canvey Island | Ryman League Premier Division |
| 5 | Sat 22 Nov 2014 | 12-0 v MargateHampton & Richmond Borough 2-0 Margate | Ryman League Premier Division |
| 6 | Tue 9 Dec 2014 | 11-3 v Peacehaven & TelscombeHampton & Richmond Borough 1-3 Peacehaven & Telscombe | Ryman League Premier Division |
| 7 | Sat 13 Dec 2014 | 12-3 v Witham TownWitham Town 3-2 Hampton & Richmond Borough | Ryman League Premier Division |
| 8 | Sat 20 Dec 2014 | 11-2 v Billericay TownHampton & Richmond Borough 1-2 Billericay Town | Ryman League Premier Division |
| 9 | Fri 26 Dec 2014 | 11-1 v KingstonianKingstonian 1-1 Hampton & Richmond Borough | Ryman League Premier Division |
| 10 | Thu 1 Jan 2015 | 12-2 v Metropolitan PoliceHampton & Richmond Borough 2-2 Metropolitan Police | Ryman League Premier Division |
| 11 | Sat 10 Jan 2015 | 10-0 v LewesLewes 0-0 Hampton & Richmond Borough | Ryman League Premier Division |
| 12 | Sat 17 Jan 2015 | 12-1 v Harrow BoroughHampton & Richmond Borough 2-1 Harrow Borough | Ryman League Premier Division |
| 13 | Sat 24 Jan 2015 | 11-0 v Dulwich HamletHampton & Richmond Borough 1-0 Dulwich Hamlet | Ryman League Premier Division |
| 14 | Sat 31 Jan 2015 | 10-2 v LeistonLeiston 2-0 Hampton & Richmond Borough | Ryman League Premier Division |
| 15 | Tue 3 Feb 2015 | 10-1 v HendonHendon 1-0 Hampton & Richmond Borough | Robert Dyas League Cup Third Round |
| 16 | Sat 7 Feb 2015 | 10-1 v Tonbridge AngelsHampton & Richmond Borough 0-1 Tonbridge Angels | Ryman League Premier Division |
| 17 | Sat 14 Feb 2015 | 11-3 v LeatherheadLeatherhead 3-1 Hampton & Richmond Borough | Ryman League Premier Division |
| 18 | Tue 24 Feb 2015 | 12-1 v Maidstone UnitedHampton & Richmond Borough 2-1 Maidstone United | Ryman League Premier Division |
| 19 | Sat 28 Feb 2015 | 11-2 v VCD AthleticVCD Athletic 2-1 Hampton & Richmond Borough | Ryman League Premier Division |
| 20 | Sat 7 Mar 2015 | 12-2 v HendonHampton & Richmond Borough 2-2 Hendon | Ryman League Premier Division |
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