| 1 | Sat 8 Aug | 361-2 v FarnboroughMaidstone United 1-2 Farnborough | Enterprise National League South |
| 2 | Sat 15 Aug | 363-0 v Walton & HershamWalton & Hersham 0-3 Maidstone United | Enterprise National League South |
| 3 | Tue 18 Aug | 361-1 v Folkestone InvictaMaidstone United 1-1 Folkestone Invicta | Enterprise National League South |
| 4 | Sat 22 Aug | 363-2 v Dorking WanderersDorking Wanderers 2-3 Maidstone United | Enterprise National League South |
| 5 | Sat 29 Aug | 36 2-1 v SalisburyMaidstone United 2-1 Salisbury | Enterprise National League South |
| 6 | Sat 5 Sep | 361-0 v Weston-super-MareMaidstone United 1-0 Weston-super-Mare | Enterprise National League South |
| 7 | Tue 8 Sep | 361-0 v Tonbridge AngelsTonbridge Angels 0-1 Maidstone United | Enterprise National League South |
| 8 | Sat 12 Sep | 361-2 v Braintree TownBraintree Town 2-1 Maidstone United | Enterprise National League South |
| 9 | Sat 19 Sep | 251-1 v Cray WanderersCray Wanderers 1-1 Maidstone United | Emirates FA Cup Second Qualifying Round |
| 10 | Tue 22 Sep | 250-2 v Cray WanderersMaidstone United 0-2 Cray Wanderers | Emirates FA Cup Second Qualifying Round Replay |
| 11 | Sat 26 Sep | 361-2 v Truro CityMaidstone United 1-2 Truro City | Enterprise National League South |
| 12 | Sat 10 Oct | 362-1 v HorshamHorsham 1-2 Maidstone United | Enterprise National League South |
| 13 | Sat 17 Oct | 362-1 v Maidenhead UnitedMaidstone United 2-1 Maidenhead United | Enterprise National League South |
| 14 | Sat 24 Oct | 36 1-1 v Torquay UnitedTorquay United 1-1 Maidstone United | Enterprise National League South |
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