| 1 | Sat 16 Aug 2014 | 124-3 v Bognor Regis TownBognor Regis Town 3-4 Maidstone United | Ryman League Premier Division |
| 2 | Tue 19 Aug 2014 | 42-0 v Hampton & Richmond BoroughMaidstone United 2-0 Hampton & Richmond Borough | Ryman League Premier Division |
| 3 | Sat 23 Aug 2014 | 41-0 v Bury TownMaidstone United 1-0 Bury Town | Ryman League Premier Division |
| 4 | Mon 25 Aug 2014 | 40-1 v Tonbridge AngelsTonbridge Angels 1-0 Maidstone United | Ryman League Premier Division |
| 5 | Tue 16 Sep 2014 | 152-1 v Harrow BoroughMaidstone United 2-1 Harrow Borough | Ryman League Premier Division |
| 6 | Sat 20 Sep 2014 | 42-0 v LewesLewes 0-2 Maidstone United | Ryman League Premier Division |
| 7 | Tue 23 Sep 2014 | 140-1 v MargateMargate 1-0 Maidstone United | Ryman League Premier Division |
| 8 | Sat 27 Sep 2014 | 42-1 v Brentwood TownMaidstone United 2-1 Brentwood Town | FA Cup Second Qualifying Round |
| 9 | Tue 30 Sep 2014 | 23-1 v Witham TownWitham Town 1-3 Maidstone United | Ryman League Premier Division |
| 10 | Tue 7 Oct 2014 | 44-2 v Cray WanderersMaidstone United 4-2 Cray Wanderers | Robert Dyas League Cup First Round |
| 11 | Sat 25 Oct 2014 | 22-1 v Welling UnitedMaidstone United 2-1 Welling United | FA Cup Fourth Qualifying Round |
| 12 | Sat 1 Nov 2014 | 43-2 v Walton & HershamMaidstone United 3-2 Walton & Hersham | FA Trophy First Qualifying Round |
| 13 | Sun 9 Nov 2014 | 20-0 v StevenageStevenage 0-0 Maidstone United | FA Cup First Round |
| 14 | Wed 12 Nov 2014 | 21-1 v Dulwich HamletMaidstone United 1-1 Dulwich Hamlet | Ryman League Premier Division |
| 15 | Sat 15 Nov 2014 | 40-2 v AFC SudburyMaidstone United 0-2 AFC Sudbury | FA Trophy Second Qualifying Round |
| 16 | Thu 20 Nov 2014 | 42-1 v StevenageMaidstone United 2-1 Stevenage | FA Cup First Round |
| 17 | Sat 22 Nov 2014 | 40-2 v Metropolitan PoliceMetropolitan Police 2-0 Maidstone United | Ryman League Premier Division |
| 18 | Sat 29 Nov 2014 | 42-0 v VCD AthleticMaidstone United 2-0 VCD Athletic | Ryman League Premier Division |
| 19 | Sat 6 Dec 2014 | 41-3 v WrexhamWrexham 3-1 Maidstone United | FA Cup Second Round |
| 20 | Tue 9 Dec 2014 | 42-1 v LeatherheadMaidstone United 2-1 Leatherhead | Ryman League Premier Division |
| 21 | Sat 13 Dec 2014 | 42-1 v Bognor Regis TownMaidstone United 2-1 Bognor Regis Town | Ryman League Premier Division |
| 22 | Sat 20 Dec 2014 | 41-1 v HendonMaidstone United 1-1 Hendon | Ryman League Premier Division |
| 23 | Tue 6 Jan 2015 | 21-1 v East Thurrock UnitedEast Thurrock United 1-1 Maidstone United | Ryman League Premier Division |
| 24 | Tue 27 Jan 2015 | 122-1 v Bury TownBury Town 1-2 Maidstone United | Ryman League Premier Division |
| 25 | Sat 14 Feb 2015 | 41-1 v Witham TownMaidstone United 1-1 Witham Town | Ryman League Premier Division |
| 26 | Sat 21 Feb 2015 | 122-2 v LeistonLeiston 2-2 Maidstone United | Ryman League Premier Division |
| 27 | Sat 7 Mar 2015 | 51-1 v Harrow BoroughHarrow Borough 1-1 Maidstone United | Ryman League Premier Division |
| 28 | Sat 14 Mar 2015 | 52-1 v LewesMaidstone United 2-1 Lewes | Ryman League Premier Division |
| 29 | Mon 16 Mar 2015 | 53-1 v Billericay TownBillericay Town 1-3 Maidstone United | Ryman League Premier Division |
| 30 | Sat 28 Mar 2015 | 122-1 v MargateMaidstone United 2-1 Margate | Ryman League Premier Division |
| 31 | Sat 25 Apr 2015 | 23-2 v East Thurrock UnitedMaidstone United 3-2 East Thurrock United | Ryman League Premier Division |
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