| 1 | Sat 9 Aug 2014 | 11-1 v Exeter CityExeter City 1-1 Portsmouth | Sky Bet League Two |
| 2 | Tue 12 Aug 2014 | 11-0 v Peterborough UnitedPortsmouth 1-0 Peterborough United | Capital One Cup First Round |
| 3 | Sat 16 Aug 2014 | 12-1 v Cambridge UnitedPortsmouth 2-1 Cambridge United | Sky Bet League Two |
| 4 | Tue 19 Aug 2014 | 12-0 v Northampton TownPortsmouth 2-0 Northampton Town | Sky Bet League Two |
| 5 | Sat 23 Aug 2014 | 11-0 v Oxford UnitedOxford United 0-1 Portsmouth | Sky Bet League Two |
| 6 | Wed 27 Aug 2014 | 10-3 v Stoke CityStoke City 3-0 Portsmouth | Capital One Cup Second Round |
| 7 | Sat 30 Aug 2014 | 10-1 v Newport CountyPortsmouth 0-1 Newport County | Sky Bet League Two |
| 8 | Tue 2 Sep 2014 | 13-1 v Yeovil TownYeovil Town 1-3 Portsmouth | Johnstone's Paint Trophy Southern Area First Round |
| 9 | Sun 7 Sep 2014 | 10-2 v Burton AlbionBurton Albion 2-0 Portsmouth | Sky Bet League Two |
| 10 | Sat 13 Sep 2014 | 10-2 v Southend UnitedSouthend United 2-0 Portsmouth | Sky Bet League Two |
| 11 | Tue 16 Sep 2014 | 13-0 v Dagenham & RedbridgePortsmouth 3-0 Dagenham & Redbridge | Sky Bet League Two |
| 12 | Sat 20 Sep 2014 | 11-1 v Wycombe WanderersPortsmouth 1-1 Wycombe Wanderers | Sky Bet League Two |
| 13 | Sat 27 Sep 2014 | 10-0 v Hartlepool UnitedHartlepool United 0-0 Portsmouth | Sky Bet League Two |
| 14 | Sat 4 Oct 2014 | 10-0 v York CityYork City 0-0 Portsmouth | Sky Bet League Two |
| 15 | Tue 7 Oct 2014 | 11-2 v Northampton TownPortsmouth 1-2 Northampton Town | Johnstone's Paint Trophy Southern Area Second Round |
| 16 | Sat 11 Oct 2014 | 11-1 v Mansfield TownPortsmouth 1-1 Mansfield Town | Sky Bet League Two |
| 17 | Sat 18 Oct 2014 | 10-3 v BuryBury 3-0 Portsmouth | Sky Bet League Two |
| 18 | Tue 21 Oct 2014 | 13-2 v StevenagePortsmouth 3-2 Stevenage | Sky Bet League Two |
| 19 | Sat 25 Oct 2014 | 11-2 v Shrewsbury TownShrewsbury Town 2-1 Portsmouth | Sky Bet League Two |
| 20 | Sat 1 Nov 2014 | 13-0 v Carlisle UnitedPortsmouth 3-0 Carlisle United | Sky Bet League Two |
| 21 | Sun 9 Nov 2014 | 12-2 v Aldershot TownPortsmouth 2-2 Aldershot Town | FA Cup First Round |
| 22 | Sat 15 Nov 2014 | 10-3 v Plymouth ArgylePlymouth Argyle 3-0 Portsmouth | Sky Bet League Two |
| 23 | Wed 19 Nov 2014 | 10-1 v Aldershot TownAldershot Town 1-0 Portsmouth | FA Cup First Round |
| 24 | Sat 22 Nov 2014 | 13-0 v MorecambePortsmouth 3-0 Morecambe | Sky Bet League Two |
| 25 | Sat 29 Nov 2014 | 11-3 v Tranmere RoversTranmere Rovers 3-1 Portsmouth | Sky Bet League Two |
| 26 | Sat 13 Dec 2014 | 12-3 v Accrington StanleyPortsmouth 2-3 Accrington Stanley | Sky Bet League Two |
| 27 | Sat 20 Dec 2014 | 11-1 v Cheltenham TownCheltenham Town 1-1 Portsmouth | Sky Bet League Two |
| 28 | Fri 26 Dec 2014 | 10-2 v AFC WimbledonPortsmouth 0-2 AFC Wimbledon | Sky Bet League Two |
| 29 | Sun 28 Dec 2014 | 11-1 v Luton TownLuton Town 1-1 Portsmouth | Sky Bet League Two |
| 30 | Sat 10 Jan 2015 | 10-1 v Newport CountyNewport County 1-0 Portsmouth | Sky Bet League Two |
| 31 | Sat 17 Jan 2015 | 11-1 v Burton AlbionPortsmouth 1-1 Burton Albion | Sky Bet League Two |
| 32 | Sat 24 Jan 2015 | 11-2 v Southend UnitedPortsmouth 1-2 Southend United | Sky Bet League Two |
| 33 | Sat 31 Jan 2015 | 10-0 v Wycombe WanderersWycombe Wanderers 0-0 Portsmouth | Sky Bet League Two |
| 34 | Sat 7 Feb 2015 | 11-0 v Hartlepool UnitedPortsmouth 1-0 Hartlepool United | Sky Bet League Two |
| 35 | Tue 10 Feb 2015 | 10-0 v Dagenham & RedbridgeDagenham & Redbridge 0-0 Portsmouth | Sky Bet League Two |
| 36 | Sat 14 Feb 2015 | 11-0 v Exeter CityPortsmouth 1-0 Exeter City | Sky Bet League Two |
| 37 | Sat 21 Feb 2015 | 16-2 v Cambridge UnitedCambridge United 2-6 Portsmouth | Sky Bet League Two |
| 38 | Tue 24 Feb 2015 | 13-2 v Tranmere RoversPortsmouth 3-2 Tranmere Rovers | Sky Bet League Two |
| 39 | Sat 28 Feb 2015 | 10-0 v Oxford UnitedPortsmouth 0-0 Oxford United | Sky Bet League Two |
| 40 | Tue 3 Mar 2015 | 10-1 v Northampton TownNorthampton Town 1-0 Portsmouth | Sky Bet League Two |
| 41 | Sat 7 Mar 2015 | 11-1 v Accrington StanleyAccrington Stanley 1-1 Portsmouth | Sky Bet League Two |
| 42 | Sat 14 Mar 2015 | 12-0 v Luton TownPortsmouth 2-0 Luton Town | Sky Bet League Two |
| 43 | Tue 17 Mar 2015 | 12-2 v Cheltenham TownPortsmouth 2-2 Cheltenham Town | Sky Bet League Two |
| 44 | Sat 21 Mar 2015 | 10-1 v AFC WimbledonAFC Wimbledon 1-0 Portsmouth | Sky Bet League Two |
| 45 | Sat 28 Mar 2015 | 10-2 v Shrewsbury TownPortsmouth 0-2 Shrewsbury Town | Sky Bet League Two |
| 46 | Fri 3 Apr 2015 | 12-2 v Carlisle UnitedCarlisle United 2-2 Portsmouth | Sky Bet League Two |
| 47 | Mon 6 Apr 2015 | 12-1 v Plymouth ArgylePortsmouth 2-1 Plymouth Argyle | Sky Bet League Two |
| 48 | Sat 11 Apr 2015 | 11-3 v MorecambeMorecambe 3-1 Portsmouth | Sky Bet League Two |
| 49 | Tue 14 Apr 2015 | 10-1 v StevenageStevenage 1-0 Portsmouth | Sky Bet League Two |
| 50 | Sat 18 Apr 2015 | 10-1 v BuryPortsmouth 0-1 Bury | Sky Bet League Two |
| 51 | Sat 25 Apr 2015 | 12-1 v Mansfield TownMansfield Town 1-2 Portsmouth | Sky Bet League Two |
| 52 | Sat 2 May 2015 | 11-1 v York CityPortsmouth 1-1 York City | Sky Bet League Two |
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