| 1 | Sat 22 Aug | 833-2 v Dorking WanderersDorking Wanderers 2-3 Maidstone United | Enterprise National League South |
| 2 | Mon 31 Aug | 834-1 v Hampton & Richmond BoroughHampton & Richmond Borough 1-4 Maidstone United | Enterprise National League South |
| 3 | Tue 8 Sep | 831-0 v Tonbridge AngelsTonbridge Angels 0-1 Maidstone United | Enterprise National League South |
| 4 | Sat 12 Sep | 831-2 v Braintree TownBraintree Town 2-1 Maidstone United | Enterprise National League South |
| 5 | Sat 19 Sep | 21-1 v Cray WanderersCray Wanderers 1-1 Maidstone United | Emirates FA Cup Second Qualifying Round |
| 6 | Tue 22 Sep | 20-2 v Cray WanderersMaidstone United 0-2 Cray Wanderers | Emirates FA Cup Second Qualifying Round Replay |
| 7 | Sat 26 Sep | 831-2 v Truro CityMaidstone United 1-2 Truro City | Enterprise National League South |
| 8 | Sat 10 Oct | 83 2-1 v HorshamHorsham 1-2 Maidstone United | Enterprise National League South |
| 9 | Sat 17 Oct | 832-1 v Maidenhead UnitedMaidstone United 2-1 Maidenhead United | Enterprise National League South |
| 10 | Sat 24 Oct | 831-1 v Torquay UnitedTorquay United 1-1 Maidstone United | Enterprise National League South |
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