| 1 | Sat 26 Aug | 250-0 v StevenageStevenage 0-0 Portsmouth | Sky Bet League One |
| 2 | Sat 2 Sep | 253-1 v Peterborough UnitedPortsmouth 3-1 Peterborough United | Sky Bet League One |
| 3 | Sat 16 Sep | 251-1 v Derby CountyDerby County 1-1 Portsmouth | Sky Bet League One |
| 4 | Sat 23 Sep | 252-1 v Lincoln CityPortsmouth 2-1 Lincoln City | Sky Bet League One |
| 5 | Sat 30 Sep | 252-1 v Wigan AthleticWigan Athletic 1-2 Portsmouth | Sky Bet League One |
| 6 | Tue 3 Oct | 252-1 v Wycombe WanderersPortsmouth 2-1 Wycombe Wanderers | Sky Bet League One |
| 7 | Sat 7 Oct | 252-0 v Port ValePortsmouth 2-0 Port Vale | Sky Bet League One |
| 8 | Tue 10 Oct | 255-1 v GillinghamPortsmouth 5-1 Gillingham | EFL Trophy |
| 9 | Sat 21 Oct | 251-0 v Carlisle UnitedPortsmouth 1-0 Carlisle United | Sky Bet League One |
| 10 | Tue 24 Oct | 250-0 v Cambridge UnitedCambridge United 0-0 Portsmouth | Sky Bet League One |
| 11 | Tue 7 Nov | 252-1 v Leyton OrientLeyton Orient 1-2 Portsmouth | EFL Trophy |
| 12 | Sat 11 Nov | 252-2 v Charlton AthleticPortsmouth 2-2 Charlton Athletic | Sky Bet League One |
| 13 | Sat 25 Nov | 250-4 v BlackpoolPortsmouth 0-4 Blackpool | Sky Bet League One |
| 14 | Tue 28 Nov | 252-0 v Burton AlbionBurton Albion 0-2 Portsmouth | Sky Bet League One |
| 15 | Sat 2 Dec | 253-0 v Northampton TownNorthampton Town 0-3 Portsmouth | Sky Bet League One |
| 16 | Mon 11 Dec | 252-0 v Bolton WanderersPortsmouth 2-0 Bolton Wanderers | Sky Bet League One |
| 17 | Sat 16 Dec | 253-0 v Shrewsbury TownShrewsbury Town 0-3 Portsmouth | Sky Bet League One |
| 18 | Sat 23 Dec | 251-1 v Fleetwood TownPortsmouth 1-1 Fleetwood Town | Sky Bet League One |
| 19 | Tue 26 Dec | 251-2 v Bristol RoversBristol Rovers 2-1 Portsmouth | Sky Bet League One |
| 20 | Mon 1 Jan | 252-1 v StevenagePortsmouth 2-1 Stevenage | Sky Bet League One |
| 21 | Sat 6 Jan | 251-2 v Cheltenham TownCheltenham Town 2-1 Portsmouth | Sky Bet League One |
| 22 | Sat 13 Jan | 250-3 v Leyton OrientPortsmouth 0-3 Leyton Orient | Sky Bet League One |
| 23 | Sat 20 Jan | 251-0 v Fleetwood TownFleetwood Town 0-1 Portsmouth | Sky Bet League One |
| 24 | Sat 27 Jan | 251-0 v Port ValePort Vale 0-1 Portsmouth | Sky Bet League One |
| 25 | Tue 30 Jan | 252-2 v Oxford UnitedOxford United 2-2 Portsmouth | Sky Bet League One |
| 26 | Tue 13 Feb | 253-1 v Cambridge UnitedPortsmouth 3-1 Cambridge United | Sky Bet League One |
| 27 | Sat 17 Feb | 254-1 v ReadingPortsmouth 4-1 Reading | Sky Bet League One |
| 28 | Sat 24 Feb | 250-0 v Charlton AthleticCharlton Athletic 0-0 Portsmouth | Sky Bet League One |
| 29 | Sat 2 Mar | 252-1 v Oxford UnitedPortsmouth 2-1 Oxford United | Sky Bet League One |
| 30 | Sat 9 Mar | 250-0 v BlackpoolBlackpool 0-0 Portsmouth | Sky Bet League One |
| 31 | Tue 12 Mar | 252-1 v Burton AlbionPortsmouth 2-1 Burton Albion | Sky Bet League One |
| 32 | Sat 16 Mar | 251-0 v Peterborough UnitedPeterborough United 0-1 Portsmouth | Sky Bet League One |
| 33 | Fri 29 Mar | 253-1 v Wycombe WanderersWycombe Wanderers 1-3 Portsmouth | Sky Bet League One |
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