| 1 | Sat 9 Aug 2014 | 2-1 v Sutton UnitedMaidenhead United 2-1 Sutton United | Vanarama Conference South |
| 2 | Sat 13 Sep 2014 | 1-4 v St Albans CitySt Albans City 4-1 Maidenhead United | Vanarama Conference South |
| 3 | Sat 20 Sep 2014 | 0-2 v Havant & WaterloovilleMaidenhead United 0-2 Havant & Waterlooville | Vanarama Conference South |
| 4 | Sat 4 Oct 2014 | 4-3 v WhitehawkWhitehawk 3-4 Maidenhead United | Vanarama Conference South |
| 5 | Sat 18 Oct 2014 | 2-2 v Concord RangersConcord Rangers 2-2 Maidenhead United | Vanarama Conference South |
| 6 | Sat 1 Nov 2014 | 21-1 v WealdstoneWealdstone 1-1 Maidenhead United | Vanarama Conference South |
| 7 | Sat 15 Nov 2014 | 20-4 v Bath CityBath City 4-0 Maidenhead United | Vanarama Conference South |
| 8 | Sat 6 Dec 2014 | 20-4 v Ebbsfleet UnitedMaidenhead United 0-4 Ebbsfleet United | Vanarama Conference South |
| 9 | Sat 20 Dec 2014 | 21-1 v FarnboroughFarnborough 1-1 Maidenhead United | Vanarama Conference South |
| 10 | Sun 28 Dec 2014 | 22-2 v Eastbourne BoroughEastbourne Borough 2-2 Maidenhead United | Vanarama Conference South |
| 11 | Sat 7 Feb 2015 | 2-3 v Basingstoke TownBasingstoke Town 3-2 Maidenhead United | Vanarama Conference South |
| 12 | Sat 14 Feb 2015 | 2-0 v Chelmsford CityMaidenhead United 2-0 Chelmsford City | Vanarama Conference South |
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