| 1 | Sat 9 Aug 2014 | 2-1 v Sutton UnitedMaidenhead United 2-1 Sutton United | Vanarama Conference South |
| 2 | Sat 6 Sep 2014 | 2-1 v Staines TownStaines Town 1-2 Maidenhead United | Vanarama Conference South |
| 3 | Tue 9 Sep 2014 | 0-1 v FarnboroughMaidenhead United 0-1 Farnborough | Vanarama Conference South |
| 4 | Sat 20 Sep 2014 | 0-2 v Havant & WaterloovilleMaidenhead United 0-2 Havant & Waterlooville | Vanarama Conference South |
| 5 | Tue 7 Oct 2014 | 6-2 v Weston-super-MareMaidenhead United 6-2 Weston-super-Mare | Vanarama Conference South |
| 6 | Sat 18 Oct 2014 | 2-2 v Concord RangersConcord Rangers 2-2 Maidenhead United | Vanarama Conference South |
| 7 | Sun 28 Dec 2014 | 2-2 v Eastbourne BoroughEastbourne Borough 2-2 Maidenhead United | Vanarama Conference South |
| 8 | Sun 4 Jan 2015 | 1-1 v Bath CityMaidenhead United 1-1 Bath City | Vanarama Conference South |
| 9 | Sat 24 Jan 2015 | 1-1 v St Albans CityMaidenhead United 1-1 St Albans City | Vanarama Conference South |
| 10 | Sat 7 Mar 2015 | 0-1 v Boreham WoodMaidenhead United 0-1 Boreham Wood | Vanarama Conference South |
| 11 | Tue 10 Mar 2015 | 1-2 v Concord RangersMaidenhead United 1-2 Concord Rangers | Vanarama Conference South |
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