| 1 | Sat 9 Aug 2014 | 12-3 v Dulwich HamletDulwich Hamlet 3-2 Harrow Borough | Ryman League Premier Division |
| 2 | Tue 12 Aug 2014 | 12-0 v Enfield TownHarrow Borough 2-0 Enfield Town | Ryman League Premier Division |
| 3 | Sat 16 Aug 2014 | 11-2 v MargateHarrow Borough 1-2 Margate | Ryman League Premier Division |
| 4 | Sat 23 Aug 2014 | 13-3 v Witham TownHarrow Borough 3-3 Witham Town | Ryman League Premier Division |
| 5 | Mon 25 Aug 2014 | 10-2 v HendonHendon 2-0 Harrow Borough | Ryman League Premier Division |
| 6 | Sat 30 Aug 2014 | 13-1 v East Thurrock UnitedEast Thurrock United 1-3 Harrow Borough | Ryman League Premier Division |
| 7 | Tue 2 Sep 2014 | 11-2 v Hampton & Richmond BoroughHarrow Borough 1-2 Hampton & Richmond Borough | Ryman League Premier Division |
| 8 | Sat 6 Sep 2014 | 11-4 v Grays AthleticHarrow Borough 1-4 Grays Athletic | Ryman League Premier Division |
| 9 | Sat 13 Sep 2014 | 13-2 v AFC HayesAFC Hayes 2-3 Harrow Borough | FA Cup First Qualifying Round |
| 10 | Tue 16 Sep 2014 | 11-2 v Maidstone UnitedMaidstone United 2-1 Harrow Borough | Ryman League Premier Division |
| 11 | Sat 20 Sep 2014 | 12-0 v LeistonHarrow Borough 2-0 Leiston | Ryman League Premier Division |
| 12 | Tue 23 Sep 2014 | 10-3 v AFC HornchurchHarrow Borough 0-3 AFC Hornchurch | Ryman League Premier Division |
| 13 | Sat 27 Sep 2014 | 14-0 v VCD AthleticVCD Athletic 0-4 Harrow Borough | FA Cup Second Qualifying Round |
| 14 | Tue 30 Sep 2014 | 11-2 v Bognor Regis TownHarrow Borough 1-2 Bognor Regis Town | Ryman League Premier Division |
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