| 1 | Sat 25 Jan 2014 | 157-2 v Hampton & Richmond BoroughMaidstone United 7-2 Hampton & Richmond Borough | Ryman League Premier Division |
| 2 | Sat 1 Feb 2014 | 23-0 v KingstonianKingstonian 0-3 Maidstone United | Ryman League Premier Division |
| 3 | Sat 8 Feb 2014 | 21-1 v Canvey IslandMaidstone United 1-1 Canvey Island | Ryman League Premier Division |
| 4 | Tue 11 Feb 2014 | 23-0 v Cray WanderersMaidstone United 3-0 Cray Wanderers | Ryman League Premier Division |
| 5 | Sat 15 Feb 2014 | 21-4 v Harrow BoroughHarrow Borough 4-1 Maidstone United | Ryman League Premier Division |
| 6 | Sat 22 Feb 2014 | 25-0 v Wingate & FinchleyMaidstone United 5-0 Wingate & Finchley | Ryman League Premier Division |
| 7 | Sat 1 Mar 2014 | 21-2 v Lowestoft TownLowestoft Town 2-1 Maidstone United | Ryman League Premier Division |
| 8 | Tue 4 Mar 2014 | 20-1 v LewesLewes 1-0 Maidstone United | Ryman League Premier Division |
| 9 | Sat 8 Mar 2014 | 20-1 v LeistonLeiston 1-0 Maidstone United | Ryman League Premier Division |
| 10 | Sat 15 Mar 2014 | 24-3 v Dulwich HamletMaidstone United 4-3 Dulwich Hamlet | Ryman League Premier Division |
| 11 | Tue 25 Mar 2014 | 23-3 v Billericay TownBillericay Town 3-3 Maidstone United | Ryman League Premier Division |
| 12 | Sat 29 Mar 2014 | 21-1 v East Thurrock UnitedMaidstone United 1-1 East Thurrock United | Ryman League Premier Division |
| 13 | Sat 5 Apr 2014 | 22-1 v Bury TownBury Town 1-2 Maidstone United | Ryman League Premier Division |
| 14 | Sat 12 Apr 2014 | 21-1 v Enfield TownEnfield Town 1-1 Maidstone United | Ryman League Premier Division |
| 15 | Sat 19 Apr 2014 | 21-2 v Bognor Regis TownMaidstone United 1-2 Bognor Regis Town | Ryman League Premier Division |
| 16 | Mon 21 Apr 2014 | 22-1 v Metropolitan PoliceMetropolitan Police 1-2 Maidstone United | Ryman League Premier Division |
| 17 | Sat 26 Apr 2014 | 22-1 v Grays AthleticMaidstone United 2-1 Grays Athletic | Ryman League Premier Division |
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