| 1 | Sat 8 Aug | 10-2 v Truro CityTruro City 2-0 Maidenhead United | Enterprise National League South |
| 2 | Sat 15 Aug | 10-0 v Dorking WanderersMaidenhead United 0-0 Dorking Wanderers | Enterprise National League South |
| 3 | Tue 18 Aug | 11-0 v Hemel Hempstead TownHemel Hempstead Town 0-1 Maidenhead United | Enterprise National League South |
| 4 | Sat 22 Aug | 11-1 v FarnboroughMaidenhead United 1-1 Farnborough | Enterprise National League South |
| 5 | Sat 29 Aug | 10-1 v Chelmsford CityChelmsford City 1-0 Maidenhead United | Enterprise National League South |
| 6 | Mon 31 Aug | 11-1 v AFC TottonMaidenhead United 1-1 AFC Totton | Enterprise National League South |
| 7 | Sat 5 Sep | 13-0 v Dover AthleticDover Athletic 0-3 Maidenhead United | Enterprise National League South |
| 8 | Tue 8 Sep | 10-4 v Torquay UnitedMaidenhead United 0-4 Torquay United | Enterprise National League South |
| 9 | Sat 12 Sep | 12-2 v Billericay TownMaidenhead United 2-2 Billericay Town | Enterprise National League South |
| 10 | Sat 26 Sep | 14-0 v Chesham UnitedChesham United 0-4 Maidenhead United | Enterprise National League South |
| 11 | Sat 10 Oct | 10-1 v Tonbridge AngelsMaidenhead United 0-1 Tonbridge Angels | Enterprise National League South |
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