| 1 | Sat 9 Aug 2014 | 13-1 v Metropolitan PoliceMaidstone United 3-1 Metropolitan Police | Ryman League Premier Division |
| 2 | Tue 12 Aug 2014 | 12-0 v VCD AthleticVCD Athletic 0-2 Maidstone United | Ryman League Premier Division |
| 3 | Sat 16 Aug 2014 | 14-3 v Bognor Regis TownBognor Regis Town 3-4 Maidstone United | Ryman League Premier Division |
| 4 | Tue 19 Aug 2014 | 12-0 v Hampton & Richmond BoroughMaidstone United 2-0 Hampton & Richmond Borough | Ryman League Premier Division |
| 5 | Sat 23 Aug 2014 | 11-0 v Bury TownMaidstone United 1-0 Bury Town | Ryman League Premier Division |
| 6 | Mon 25 Aug 2014 | 10-1 v Tonbridge AngelsTonbridge Angels 1-0 Maidstone United | Ryman League Premier Division |
| 7 | Sat 30 Aug 2014 | 15-2 v Canvey IslandMaidstone United 5-2 Canvey Island | Ryman League Premier Division |
| 8 | Tue 2 Sep 2014 | 12-0 v AFC HornchurchAFC Hornchurch 0-2 Maidstone United | Ryman League Premier Division |
| 9 | Sat 6 Sep 2014 | 14-0 v Enfield TownEnfield Town 0-4 Maidstone United | Ryman League Premier Division |
| 10 | Tue 9 Sep 2014 | 14-1 v KingstonianMaidstone United 4-1 Kingstonian | Ryman League Premier Division |
| 11 | Sat 13 Sep 2014 | 110-0 v Littlehampton TownMaidstone United 10-0 Littlehampton Town | FA Cup First Qualifying Round |
| 12 | Tue 16 Sep 2014 | 12-1 v Harrow BoroughMaidstone United 2-1 Harrow Borough | Ryman League Premier Division |
| 13 | Sat 20 Sep 2014 | 12-0 v LewesLewes 0-2 Maidstone United | Ryman League Premier Division |
| 14 | Tue 23 Sep 2014 | 10-1 v MargateMargate 1-0 Maidstone United | Ryman League Premier Division |
| 15 | Sat 27 Sep 2014 | 12-1 v Brentwood TownMaidstone United 2-1 Brentwood Town | FA Cup Second Qualifying Round |
| 16 | Tue 30 Sep 2014 | 13-1 v Witham TownWitham Town 1-3 Maidstone United | Ryman League Premier Division |
| 17 | Sun 5 Oct 2014 | 13-0 v Wingate & FinchleyMaidstone United 3-0 Wingate & Finchley | Ryman League Premier Division |
| 18 | Sat 11 Oct 2014 | 12-0 v Biggleswade TownBiggleswade Town 0-2 Maidstone United | FA Cup Third Qualifying Round |
| 19 | Sat 18 Oct 2014 | 14-1 v LeistonMaidstone United 4-1 Leiston | Ryman League Premier Division |
| 20 | Sat 25 Oct 2014 | 12-1 v Welling UnitedMaidstone United 2-1 Welling United | FA Cup Fourth Qualifying Round |
| 21 | Sat 1 Nov 2014 | 13-2 v Walton & HershamMaidstone United 3-2 Walton & Hersham | FA Trophy First Qualifying Round |
| 22 | Sun 9 Nov 2014 | 10-0 v StevenageStevenage 0-0 Maidstone United | FA Cup First Round |
| 23 | Wed 12 Nov 2014 | 11-1 v Dulwich HamletMaidstone United 1-1 Dulwich Hamlet | Ryman League Premier Division |
| 24 | Sat 15 Nov 2014 | 10-2 v AFC SudburyMaidstone United 0-2 AFC Sudbury | FA Trophy Second Qualifying Round |
| 25 | Thu 20 Nov 2014 | 12-1 v StevenageMaidstone United 2-1 Stevenage | FA Cup First Round |
| 26 | Sat 22 Nov 2014 | 10-2 v Metropolitan PoliceMetropolitan Police 2-0 Maidstone United | Ryman League Premier Division |
| 27 | Sat 29 Nov 2014 | 12-0 v VCD AthleticMaidstone United 2-0 VCD Athletic | Ryman League Premier Division |
| 28 | Sat 6 Dec 2014 | 11-3 v WrexhamWrexham 3-1 Maidstone United | FA Cup Second Round |
| 29 | Tue 9 Dec 2014 | 12-1 v LeatherheadMaidstone United 2-1 Leatherhead | Ryman League Premier Division |
| 30 | Sat 13 Dec 2014 | 12-1 v Bognor Regis TownMaidstone United 2-1 Bognor Regis Town | Ryman League Premier Division |
| 31 | Sat 20 Dec 2014 | 11-1 v HendonMaidstone United 1-1 Hendon | Ryman League Premier Division |
| 32 | Thu 1 Jan 2015 | 11-1 v Tonbridge AngelsMaidstone United 1-1 Tonbridge Angels | Ryman League Premier Division |
| 33 | Tue 6 Jan 2015 | 11-1 v East Thurrock UnitedEast Thurrock United 1-1 Maidstone United | Ryman League Premier Division |
| 34 | Sat 10 Jan 2015 | 12-1 v Canvey IslandCanvey Island 1-2 Maidstone United | Ryman League Premier Division |
| 35 | Sat 17 Jan 2015 | 12-0 v AFC HornchurchMaidstone United 2-0 AFC Hornchurch | Ryman League Premier Division |
| 36 | Sat 24 Jan 2015 | 10-3 v Enfield TownMaidstone United 0-3 Enfield Town | Ryman League Premier Division |
| 37 | Tue 27 Jan 2015 | 12-1 v Bury TownBury Town 1-2 Maidstone United | Ryman League Premier Division |
| 38 | Sat 31 Jan 2015 | 11-0 v KingstonianKingstonian 0-1 Maidstone United | Ryman League Premier Division |
| 39 | Sat 14 Feb 2015 | 11-1 v Witham TownMaidstone United 1-1 Witham Town | Ryman League Premier Division |
| 40 | Sat 21 Feb 2015 | 12-2 v LeistonLeiston 2-2 Maidstone United | Ryman League Premier Division |
| 41 | Tue 24 Feb 2015 | 11-2 v Hampton & Richmond BoroughHampton & Richmond Borough 2-1 Maidstone United | Ryman League Premier Division |
| 42 | Sat 28 Feb 2015 | 13-0 v Billericay TownMaidstone United 3-0 Billericay Town | Ryman League Premier Division |
| 43 | Sat 7 Mar 2015 | 11-1 v Harrow BoroughHarrow Borough 1-1 Maidstone United | Ryman League Premier Division |
| 44 | Sat 14 Mar 2015 | 12-1 v LewesMaidstone United 2-1 Lewes | Ryman League Premier Division |
| 45 | Mon 16 Mar 2015 | 13-1 v Billericay TownBillericay Town 1-3 Maidstone United | Ryman League Premier Division |
| 46 | Sat 21 Mar 2015 | 11-1 v LeatherheadLeatherhead 1-1 Maidstone United | Ryman League Premier Division |
| 47 | Sat 28 Mar 2015 | 12-1 v MargateMaidstone United 2-1 Margate | Ryman League Premier Division |
| 48 | Mon 30 Mar 2015 | 10-0 v Grays AthleticGrays Athletic 0-0 Maidstone United | Ryman League Premier Division |
| 49 | Sat 4 Apr 2015 | 11-2 v HendonHendon 2-1 Maidstone United | Ryman League Premier Division |
| 50 | Mon 6 Apr 2015 | 12-0 v Peacehaven & TelscombeMaidstone United 2-0 Peacehaven & Telscombe | Ryman League Premier Division |
| 51 | Sat 11 Apr 2015 | 12-1 v Grays AthleticMaidstone United 2-1 Grays Athletic | Ryman League Premier Division |
| 52 | Sat 18 Apr 2015 | 10-0 v Dulwich HamletDulwich Hamlet 0-0 Maidstone United | Ryman League Premier Division |
| 53 | Sat 25 Apr 2015 | 13-2 v East Thurrock UnitedMaidstone United 3-2 East Thurrock United | Ryman League Premier Division |
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