| 1 | Sat 30 Aug 2014 | 25-2 v Canvey IslandMaidstone United 5-2 Canvey Island | Ryman League Premier Division |
| 2 | Sat 13 Sep 2014 | 1810-0 v Littlehampton TownMaidstone United 10-0 Littlehampton Town | FA Cup First Qualifying Round |
| 3 | Tue 16 Sep 2014 | 22-1 v Harrow BoroughMaidstone United 2-1 Harrow Borough | Ryman League Premier Division |
| 4 | Sat 20 Sep 2014 | 22-0 v LewesLewes 0-2 Maidstone United | Ryman League Premier Division |
| 5 | Tue 23 Sep 2014 | 20-1 v MargateMargate 1-0 Maidstone United | Ryman League Premier Division |
| 6 | Sat 27 Sep 2014 | 22-1 v Brentwood TownMaidstone United 2-1 Brentwood Town | FA Cup Second Qualifying Round |
| 7 | Sun 5 Oct 2014 | 23-0 v Wingate & FinchleyMaidstone United 3-0 Wingate & Finchley | Ryman League Premier Division |
| 8 | Sat 11 Oct 2014 | 22-0 v Biggleswade TownBiggleswade Town 0-2 Maidstone United | FA Cup Third Qualifying Round |
| 9 | Sun 9 Nov 2014 | 170-0 v StevenageStevenage 0-0 Maidstone United | FA Cup First Round |
| 10 | Thu 20 Nov 2014 | 22-1 v StevenageMaidstone United 2-1 Stevenage | FA Cup First Round |
| 11 | Tue 25 Nov 2014 | 26-0 v Herne BayMaidstone United 6-0 Herne Bay | Robert Dyas League Cup Second Round |
| 12 | Sat 6 Dec 2014 | 21-3 v WrexhamWrexham 3-1 Maidstone United | FA Cup Second Round |
| 13 | Tue 9 Dec 2014 | 22-1 v LeatherheadMaidstone United 2-1 Leatherhead | Ryman League Premier Division |
| 14 | Sat 13 Dec 2014 | 22-1 v Bognor Regis TownMaidstone United 2-1 Bognor Regis Town | Ryman League Premier Division |
| 15 | Thu 1 Jan 2015 | 21-1 v Tonbridge AngelsMaidstone United 1-1 Tonbridge Angels | Ryman League Premier Division |
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