| 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 13 Sep 2014 | 1-4 v St Albans CitySt Albans City 4-1 Maidenhead United | Vanarama Conference South |
| 5 | Sat 20 Sep 2014 | 0-2 v Havant & WaterloovilleMaidenhead United 0-2 Havant & Waterlooville | Vanarama Conference South |
| 6 | Sat 4 Oct 2014 | 4-3 v WhitehawkWhitehawk 3-4 Maidenhead United | Vanarama Conference South |
| 7 | Tue 7 Oct 2014 | 6-2 v Weston-super-MareMaidenhead United 6-2 Weston-super-Mare | Vanarama Conference South |
| 8 | Sat 18 Oct 2014 | 2-2 v Concord RangersConcord Rangers 2-2 Maidenhead United | Vanarama Conference South |
| 9 | Sat 20 Dec 2014 | 1-1 v FarnboroughFarnborough 1-1 Maidenhead United | Vanarama Conference South |
| 10 | Sat 17 Jan 2015 | 1-3 v Bishop's StortfordMaidenhead United 1-3 Bishop's Stortford | Vanarama Conference South |
| 11 | Sat 24 Jan 2015 | 1-1 v St Albans CityMaidenhead United 1-1 St Albans City | Vanarama Conference South |
| 12 | Sat 11 Apr 2015 | 2-0 v Weston-super-MareWeston-super-Mare 0-2 Maidenhead United | Vanarama Conference South |
| 13 | Sat 18 Apr 2015 | 1-4 v WealdstoneMaidenhead United 1-4 Wealdstone | Vanarama Conference South |
| 14 | Sat 25 Apr 2015 | 2-1 v Sutton UnitedSutton United 1-2 Maidenhead United | Vanarama Conference South |
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