| 1 | Sat 9 Aug 2014 | 1-3 v BromleyHavant & Waterlooville 1-3 Bromley | Vanarama Conference South |
| 2 | Tue 12 Aug 2014 | 0-1 v Sutton UnitedSutton United 1-0 Havant & Waterlooville | Vanarama Conference South |
| 3 | Sat 6 Sep 2014 | 5-0 v FarnboroughFarnborough 0-5 Havant & Waterlooville | Vanarama Conference South |
| 4 | Tue 9 Sep 2014 | 2-0 v Hemel Hempstead TownHavant & Waterlooville 2-0 Hemel Hempstead Town | Vanarama Conference South |
| 5 | Sat 13 Sep 2014 | 2-0 v Basingstoke TownHavant & Waterlooville 2-0 Basingstoke Town | Vanarama Conference South |
| 6 | Sat 20 Sep 2014 | 2-0 v Maidenhead UnitedMaidenhead United 0-2 Havant & Waterlooville | Vanarama Conference South |
| 7 | Sat 4 Oct 2014 | 2-1 v Boreham WoodHavant & Waterlooville 2-1 Boreham Wood | Vanarama Conference South |
| 8 | Mon 6 Oct 2014 | 2-2 v WealdstoneWealdstone 2-2 Havant & Waterlooville | Vanarama Conference South |
| 9 | Sat 18 Oct 2014 | 2-3 v Chelmsford CityHavant & Waterlooville 2-3 Chelmsford City | Vanarama Conference South |
| 10 | Sat 1 Nov 2014 | 0-0 v WhitehawkWhitehawk 0-0 Havant & Waterlooville | Vanarama Conference South |
| 11 | Mon 10 Nov 2014 | 20-3 v Preston North EndHavant & Waterlooville 0-3 Preston North End | FA Cup First Round |
| 12 | Sat 15 Nov 2014 | 21-0 v Weston-super-MareHavant & Waterlooville 1-0 Weston-super-Mare | Vanarama Conference South |
| 13 | Sat 22 Nov 2014 | 20-1 v St Albans CitySt Albans City 1-0 Havant & Waterlooville | Vanarama Conference South |
| 14 | Sat 6 Dec 2014 | 22-1 v Eastbourne BoroughHavant & Waterlooville 2-1 Eastbourne Borough | Vanarama Conference South |
| 15 | Sat 20 Dec 2014 | 21-1 v Hemel Hempstead TownHemel Hempstead Town 1-1 Havant & Waterlooville | Vanarama Conference South |
| 16 | Fri 26 Dec 2014 | 3-2 v Gosport BoroughHavant & Waterlooville 3-2 Gosport Borough | Vanarama Conference South |
| 17 | Sun 28 Dec 2014 | 2-0 v Bishop's StortfordBishop's Stortford 0-2 Havant & Waterlooville | Vanarama Conference South |
| 18 | Thu 1 Jan 2015 | 1-3 v Gosport BoroughGosport Borough 3-1 Havant & Waterlooville | Vanarama Conference South |
| 19 | Sun 4 Jan 2015 | 4-2 v Hayes & Yeading UnitedHavant & Waterlooville 4-2 Hayes & Yeading United | Vanarama Conference South |
| 20 | Sun 18 Jan 2015 | 1-0 v Hayes & Yeading UnitedHayes & Yeading United 0-1 Havant & Waterlooville | Vanarama Conference South |
| 21 | Sat 24 Jan 2015 | 2-2 v Sutton UnitedHavant & Waterlooville 2-2 Sutton United | Vanarama Conference South |
| 22 | Tue 27 Jan 2015 | 0-1 v Concord RangersHavant & Waterlooville 0-1 Concord Rangers | Vanarama Conference South |
| 23 | Sat 31 Jan 2015 | 0-2 v BromleyBromley 2-0 Havant & Waterlooville | Vanarama Conference South |
| 24 | Sat 7 Feb 2015 | 1-0 v FarnboroughHavant & Waterlooville 1-0 Farnborough | Vanarama Conference South |
| 25 | Tue 10 Feb 2015 | 0-0 v St Albans CityHavant & Waterlooville 0-0 St Albans City | Vanarama Conference South |
| 26 | Sat 14 Feb 2015 | 3-1 v Eastbourne BoroughEastbourne Borough 1-3 Havant & Waterlooville | Vanarama Conference South |
| 27 | Sat 21 Feb 2015 | 1-1 v Maidenhead UnitedHavant & Waterlooville 1-1 Maidenhead United | Vanarama Conference South |
| 28 | Sat 28 Feb 2015 | 2-1 v Boreham WoodBoreham Wood 1-2 Havant & Waterlooville | Vanarama Conference South |
| 29 | Sat 7 Mar 2015 | 1-2 v Weston-super-MareWeston-super-Mare 2-1 Havant & Waterlooville | Vanarama Conference South |
| 30 | Sat 14 Mar 2015 | 3-1 v WealdstoneHavant & Waterlooville 3-1 Wealdstone | Vanarama Conference South |
| 31 | Sat 21 Mar 2015 | 2-0 v Ebbsfleet UnitedHavant & Waterlooville 2-0 Ebbsfleet United | Vanarama Conference South |
| 32 | Tue 24 Mar 2015 | 2-3 v Concord RangersConcord Rangers 3-2 Havant & Waterlooville | Vanarama Conference South |
| 33 | Sat 28 Mar 2015 | 1-0 v Chelmsford CityChelmsford City 0-1 Havant & Waterlooville | Vanarama Conference South |
| 34 | Sat 4 Apr 2015 | 2-1 v Staines TownStaines Town 1-2 Havant & Waterlooville | Vanarama Conference South |
| 35 | Mon 6 Apr 2015 | 2-0 v Bath CityHavant & Waterlooville 2-0 Bath City | Vanarama Conference South |
| 36 | Sat 18 Apr 2015 | 0-0 v Basingstoke TownBasingstoke Town 0-0 Havant & Waterlooville | Vanarama Conference South |
| 37 | Sat 25 Apr 2015 | 1-2 v WhitehawkHavant & Waterlooville 1-2 Whitehawk | Vanarama Conference South |
| 38 | Wed 29 Apr 2015 | 0-2 v Boreham WoodHavant & Waterlooville 0-2 Boreham Wood | Vanarama Conference South Play-off Semi Final |
| 39 | Sat 2 May 2015 | 2-2 v Boreham WoodBoreham Wood 2-2 Havant & Waterlooville | Vanarama Conference South Play-off Semi Final |
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