| 1 | Sat 17 Aug 2013 | 15-3 v HendonHendon 3-5 Maidstone United | Ryman League Premier Division |
| 2 | Tue 20 Aug 2013 | 12-1 v Billericay TownMaidstone United 2-1 Billericay Town | Ryman League Premier Division |
| 3 | Sat 24 Aug 2013 | 10-0 v LewesMaidstone United 0-0 Lewes | Ryman League Premier Division |
| 4 | Sat 31 Aug 2013 | 12-0 v KingstonianMaidstone United 2-0 Kingstonian | Ryman League Premier Division |
| 5 | Sat 7 Sep 2013 | 13-1 v Hampton & Richmond BoroughHampton & Richmond Borough 1-3 Maidstone United | Ryman League Premier Division |
| 6 | Wed 11 Sep 2013 | 15-0 v Cray WanderersCray Wanderers 0-5 Maidstone United | Ryman League Premier Division |
| 7 | Sat 14 Sep 2013 | 11-0 v Three BridgesThree Bridges 0-1 Maidstone United | FA Cup with Budweiser First Qualifying Round |
| 8 | Sat 21 Sep 2013 | 14-4 v Harrow BoroughMaidstone United 4-4 Harrow Borough | Ryman League Premier Division |
| 9 | Tue 24 Sep 2013 | 14-0 v Thamesmead TownMaidstone United 4-0 Thamesmead Town | Ryman League Premier Division |
| 10 | Sat 5 Oct 2013 | 12-0 v Lowestoft TownMaidstone United 2-0 Lowestoft Town | Ryman League Premier Division |
| 11 | Tue 8 Oct 2013 | 11-0 v Canvey IslandCanvey Island 0-1 Maidstone United | Ryman League Premier Division |
| 12 | Sat 12 Oct 2013 | 10-2 v Boreham WoodMaidstone United 0-2 Boreham Wood | FA Cup with Budweiser Third Qualifying Round |
| 13 | Sat 26 Oct 2013 | 13-0 v Enfield TownMaidstone United 3-0 Enfield Town | Ryman League Premier Division |
| 14 | Sat 2 Nov 2013 | 12-2 v WealdstoneWealdstone 2-2 Maidstone United | FA Trophy Second Qualifying Round |
| 15 | Tue 5 Nov 2013 | 11-0 v WealdstoneMaidstone United 1-0 Wealdstone | FA Trophy Second Qualifying Round Replay |
| 16 | Sat 9 Nov 2013 | 12-2 v LeistonMaidstone United 2-2 Leiston | Ryman League Premier Division |
| 17 | Sat 16 Nov 2013 | 11-2 v EastleighMaidstone United 1-2 Eastleigh | FA Trophy Third Qualifying Round |
| 18 | Sat 23 Nov 2013 | 11-1 v AFC HornchurchMaidstone United 1-1 AFC Hornchurch | Ryman League Premier Division |
| 19 | Tue 26 Nov 2013 | 13-1 v Hythe TownMaidstone United 3-1 Hythe Town | Robert Dyas League Cup Third Round |
| 20 | Tue 3 Dec 2013 | 12-1 v Bognor Regis TownBognor Regis Town 1-2 Maidstone United | Ryman League Premier Division |
| 21 | Sat 7 Dec 2013 | 11-1 v Bury TownMaidstone United 1-1 Bury Town | Ryman League Premier Division |
| 22 | Sat 14 Dec 2013 | 11-0 v Carshalton AthleticMaidstone United 1-0 Carshalton Athletic | Ryman League Premier Division |
| 23 | Tue 17 Dec 2013 | 10-2 v Dulwich HamletDulwich Hamlet 2-0 Maidstone United | Ryman League Premier Division |
| 24 | Sat 21 Dec 2013 | 11-2 v WealdstoneWealdstone 2-1 Maidstone United | Ryman League Premier Division |
| 25 | Thu 26 Dec 2013 | 14-0 v MargateMaidstone United 4-0 Margate | Ryman League Premier Division |
| 26 | Sat 4 Jan 2014 | 11-1 v HendonMaidstone United 1-1 Hendon | Ryman League Premier Division |
| 27 | Sat 11 Jan 2014 | 11-0 v Grays AthleticGrays Athletic 0-1 Maidstone United | Ryman League Premier Division |
| 28 | Sat 18 Jan 2014 | 11-1 v Metropolitan PoliceMaidstone United 1-1 Metropolitan Police | Ryman League Premier Division |
| 29 | Tue 21 Jan 2014 | 11-4 v Thamesmead TownThamesmead Town 4-1 Maidstone United | Ryman League Premier Division |
| 30 | Sat 25 Jan 2014 | 17-2 v Hampton & Richmond BoroughMaidstone United 7-2 Hampton & Richmond Borough | Ryman League Premier Division |
| 31 | Sat 1 Feb 2014 | 13-0 v KingstonianKingstonian 0-3 Maidstone United | Ryman League Premier Division |
| 32 | Sat 8 Feb 2014 | 11-1 v Canvey IslandMaidstone United 1-1 Canvey Island | Ryman League Premier Division |
| 33 | Tue 11 Feb 2014 | 13-0 v Cray WanderersMaidstone United 3-0 Cray Wanderers | Ryman League Premier Division |
| 34 | Sat 15 Feb 2014 | 11-4 v Harrow BoroughHarrow Borough 4-1 Maidstone United | Ryman League Premier Division |
| 35 | Sat 22 Feb 2014 | 15-0 v Wingate & FinchleyMaidstone United 5-0 Wingate & Finchley | Ryman League Premier Division |
| 36 | Tue 25 Feb 2014 | 16-0 v Grays AthleticMaidstone United 6-0 Grays Athletic | Robert Dyas League Cup Semi Final |
| 37 | Sat 1 Mar 2014 | 11-2 v Lowestoft TownLowestoft Town 2-1 Maidstone United | Ryman League Premier Division |
| 38 | Tue 4 Mar 2014 | 10-1 v LewesLewes 1-0 Maidstone United | Ryman League Premier Division |
| 39 | Sat 8 Mar 2014 | 10-1 v LeistonLeiston 1-0 Maidstone United | Ryman League Premier Division |
| 40 | Sat 15 Mar 2014 | 14-3 v Dulwich HamletMaidstone United 4-3 Dulwich Hamlet | Ryman League Premier Division |
| 41 | Tue 18 Mar 2014 | 11-3 v East Thurrock UnitedEast Thurrock United 3-1 Maidstone United | Ryman League Premier Division |
| 42 | Sat 22 Mar 2014 | 10-1 v AFC HornchurchAFC Hornchurch 1-0 Maidstone United | Ryman League Premier Division |
| 43 | Tue 25 Mar 2014 | 13-3 v Billericay TownBillericay Town 3-3 Maidstone United | Ryman League Premier Division |
| 44 | Sat 29 Mar 2014 | 11-1 v East Thurrock UnitedMaidstone United 1-1 East Thurrock United | Ryman League Premier Division |
| 45 | Sat 5 Apr 2014 | 12-1 v Bury TownBury Town 1-2 Maidstone United | Ryman League Premier Division |
| 46 | Sat 12 Apr 2014 | 11-1 v Enfield TownEnfield Town 1-1 Maidstone United | Ryman League Premier Division |
| 47 | Sat 19 Apr 2014 | 11-2 v Bognor Regis TownMaidstone United 1-2 Bognor Regis Town | Ryman League Premier Division |
| 48 | Mon 21 Apr 2014 | 12-1 v Metropolitan PoliceMetropolitan Police 1-2 Maidstone United | Ryman League Premier Division |
| 49 | Sat 26 Apr 2014 | 12-1 v Grays AthleticMaidstone United 2-1 Grays Athletic | Ryman League Premier Division |
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