| 1 | Sat 9 Aug 2014 | 113-1 v Metropolitan PoliceMaidstone United 3-1 Metropolitan Police | Ryman League Premier Division |
| 2 | Tue 12 Aug 2014 | 112-0 v VCD AthleticVCD Athletic 0-2 Maidstone United | Ryman League Premier Division |
| 3 | Sat 16 Aug 2014 | 114-3 v Bognor Regis TownBognor Regis Town 3-4 Maidstone United | Ryman League Premier Division |
| 4 | Tue 19 Aug 2014 | 112-0 v Hampton & Richmond BoroughMaidstone United 2-0 Hampton & Richmond Borough | Ryman League Premier Division |
| 5 | Sat 23 Aug 2014 | 111-0 v Bury TownMaidstone United 1-0 Bury Town | Ryman League Premier Division |
| 6 | Mon 25 Aug 2014 | 110-1 v Tonbridge AngelsTonbridge Angels 1-0 Maidstone United | Ryman League Premier Division |
| 7 | Sat 30 Aug 2014 | 115-2 v Canvey IslandMaidstone United 5-2 Canvey Island | Ryman League Premier Division |
| 8 | Tue 2 Sep 2014 | 112-0 v AFC HornchurchAFC Hornchurch 0-2 Maidstone United | Ryman League Premier Division |
| 9 | Sat 6 Sep 2014 | 114-0 v Enfield TownEnfield Town 0-4 Maidstone United | Ryman League Premier Division |
| 10 | Tue 9 Sep 2014 | 114-1 v KingstonianMaidstone United 4-1 Kingstonian | Ryman League Premier Division |
| 11 | Sat 13 Sep 2014 | 1110-0 v Littlehampton TownMaidstone United 10-0 Littlehampton Town | FA Cup First Qualifying Round |
| 12 | Tue 16 Sep 2014 | 112-1 v Harrow BoroughMaidstone United 2-1 Harrow Borough | Ryman League Premier Division |
| 13 | Sat 20 Sep 2014 | 112-0 v LewesLewes 0-2 Maidstone United | Ryman League Premier Division |
| 14 | Tue 23 Sep 2014 | 110-1 v MargateMargate 1-0 Maidstone United | Ryman League Premier Division |
| 15 | Sat 27 Sep 2014 | 112-1 v Brentwood TownMaidstone United 2-1 Brentwood Town | FA Cup Second Qualifying Round |
| 16 | Tue 30 Sep 2014 | 113-1 v Witham TownWitham Town 1-3 Maidstone United | Ryman League Premier Division |
| 17 | Sun 5 Oct 2014 | 113-0 v Wingate & FinchleyMaidstone United 3-0 Wingate & Finchley | Ryman League Premier Division |
| 18 | Sat 11 Oct 2014 | 112-0 v Biggleswade TownBiggleswade Town 0-2 Maidstone United | FA Cup Third Qualifying Round |
| 19 | Sat 18 Oct 2014 | 114-1 v LeistonMaidstone United 4-1 Leiston | Ryman League Premier Division |
| 20 | Sat 25 Oct 2014 | 112-1 v Welling UnitedMaidstone United 2-1 Welling United | FA Cup Fourth Qualifying Round |
| 21 | Sat 1 Nov 2014 | 113-2 v Walton & HershamMaidstone United 3-2 Walton & Hersham | FA Trophy First Qualifying Round |
| 22 | Sun 9 Nov 2014 | 90-0 v StevenageStevenage 0-0 Maidstone United | FA Cup First Round |
| 23 | Wed 12 Nov 2014 | 111-1 v Dulwich HamletMaidstone United 1-1 Dulwich Hamlet | Ryman League Premier Division |
| 24 | Thu 20 Nov 2014 | 112-1 v StevenageMaidstone United 2-1 Stevenage | FA Cup First Round |
| 25 | Sat 29 Nov 2014 | 162-0 v VCD AthleticMaidstone United 2-0 VCD Athletic | Ryman League Premier Division |
| 26 | Sat 6 Dec 2014 | 111-3 v WrexhamWrexham 3-1 Maidstone United | FA Cup Second Round |
| 27 | Tue 9 Dec 2014 | 112-1 v LeatherheadMaidstone United 2-1 Leatherhead | Ryman League Premier Division |
| 28 | Sat 13 Dec 2014 | 112-1 v Bognor Regis TownMaidstone United 2-1 Bognor Regis Town | Ryman League Premier Division |
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