| 1 | Tue 19 Aug | 42-0 v Hampton & Richmond BoroughMaidstone United 2-0 Hampton & Richmond Borough | Enterprise National League South |
| 2 | Sat 30 Aug | 4 3-3 v WorthingWorthing 3-3 Maidstone United | Enterprise National League South |
| 3 | Tue 7 Oct | 43-0 v Herne BayHerne Bay 0-3 Maidstone United | Kent Senior Cup |
| 4 | Sat 20 Dec | 4 0-0 v Hampton & Richmond BoroughHampton & Richmond Borough 0-0 Maidstone United | Enterprise National League South |
| 5 | Tue 30 Dec | 42-1 v HornchurchHornchurch 1-2 Maidstone United | Enterprise National League South |
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