| 1 | Sat 7 Jul 2018 | 92-1 v Havant & WaterloovilleHavant & Waterlooville 1-2 Portsmouth | Friendly |
| 2 | Sat 4 Aug 2018 | 11 1-0 v Luton TownPortsmouth 1-0 Luton Town | Sky Bet League One |
| 3 | Sat 11 Aug 2018 | 112-1 v BlackpoolBlackpool 1-2 Portsmouth | Sky Bet League One |
| 4 | Tue 14 Aug 2018 | 111-2 v AFC WimbledonPortsmouth 1-2 AFC Wimbledon | Carabao Cup First Round |
| 5 | Sat 18 Aug 2018 | 114-1 v Oxford UnitedPortsmouth 4-1 Oxford United | Sky Bet League One |
| 6 | Tue 21 Aug 2018 | 112-1 v Bristol RoversBristol Rovers 1-2 Portsmouth | Sky Bet League One |
| 7 | Sat 25 Aug 2018 | 110-0 v Doncaster RoversDoncaster Rovers 0-0 Portsmouth | Sky Bet League One |
| 8 | Sat 1 Sep 2018 | 113-0 v Plymouth ArgylePortsmouth 3-0 Plymouth Argyle | Sky Bet League One |
| 9 | Sat 15 Sep 2018 | 112-1 v Peterborough UnitedPeterborough United 1-2 Portsmouth | Sky Bet League One |
| 10 | Sat 22 Sep 2018 | 112-2 v Wycombe WanderersPortsmouth 2-2 Wycombe Wanderers | Sky Bet League One |
| 11 | Sat 29 Sep 2018 | 113-1 v RochdaleRochdale 1-3 Portsmouth | Sky Bet League One |
| 12 | Tue 2 Oct 2018 | 111-0 v Coventry CityCoventry City 0-1 Portsmouth | Sky Bet League One |
| 13 | Sat 6 Oct 2018 | 110-2 v GillinghamPortsmouth 0-2 Gillingham | Sky Bet League One |
| 14 | Sat 20 Oct 2018 | 111-0 v Fleetwood TownPortsmouth 1-0 Fleetwood Town | Sky Bet League One |
| 15 | Tue 23 Oct 2018 | 112-2 v Burton AlbionPortsmouth 2-2 Burton Albion | Sky Bet League One |
| 16 | Sat 27 Oct 2018 | 111-1 v Accrington StanleyAccrington Stanley 1-1 Portsmouth | Sky Bet League One |
| 17 | Sat 3 Nov 2018 | 111-0 v Bradford CityBradford City 0-1 Portsmouth | Sky Bet League One |
| 18 | Sat 10 Nov 2018 | 114-0 v Maidenhead UnitedMaidenhead United 0-4 Portsmouth | Emirates FA Cup First Round |
| 19 | Sat 24 Nov 2018 | 11 2-1 v Scunthorpe UnitedScunthorpe United 1-2 Portsmouth | Sky Bet League One |
| 20 | Tue 27 Nov 2018 | 112-0 v WalsallPortsmouth 2-0 Walsall | Sky Bet League One |
| 21 | Sun 2 Dec 2018 | 111-0 v RochdaleRochdale 0-1 Portsmouth | Emirates FA Cup Second Round |
| 22 | Sat 8 Dec 2018 | 112-0 v Southend UnitedPortsmouth 2-0 Southend United | Sky Bet League One |
| 23 | Tue 11 Dec 2018 | 111-2 v Charlton AthleticPortsmouth 1-2 Charlton Athletic | Sky Bet League One |
| 24 | Sat 15 Dec 2018 | 11 1-1 v BarnsleyBarnsley 1-1 Portsmouth | Sky Bet League One |
| 25 | Sat 22 Dec 2018 | 11 3-1 v SunderlandPortsmouth 3-1 Sunderland | Sky Bet League One |
| 26 | Wed 26 Dec 2018 | 110-2 v GillinghamGillingham 2-0 Portsmouth | Sky Bet League One |
| 27 | Sat 29 Dec 2018 | 115-2 v Fleetwood TownFleetwood Town 2-5 Portsmouth | Sky Bet League One |
| 28 | Tue 1 Jan 2019 | 11 2-1 v AFC WimbledonPortsmouth 2-1 AFC Wimbledon | Sky Bet League One |
| 29 | Sat 5 Jan 2019 | 11 1-0 v Norwich CityNorwich City 0-1 Portsmouth | Emirates FA Cup Third Round |
| 30 | Sat 12 Jan 2019 | 110-1 v BlackpoolPortsmouth 0-1 Blackpool | Sky Bet League One |
| 31 | Sat 19 Jan 2019 | 1-2 v Oxford UnitedOxford United 2-1 Portsmouth | Sky Bet League One |
| 32 | Sat 26 Jan 2019 | 1-1 v Queens Park RangersPortsmouth 1-1 Queens Park Rangers | Emirates FA Cup Fourth Round |
| 33 | Tue 29 Jan 2019 | 2-3 v Luton TownLuton Town 3-2 Portsmouth | Sky Bet League One |
| 34 | Sat 2 Feb 2019 | 1-1 v Doncaster RoversPortsmouth 1-1 Doncaster Rovers | Sky Bet League One |
| 35 | Sat 9 Feb 2019 | 1-1 v Plymouth ArgylePlymouth Argyle 1-1 Portsmouth | Sky Bet League One |
| 36 | Sat 16 Feb 2019 | 3-3 v Southend UnitedSouthend United 3-3 Portsmouth | Sky Bet League One |
| 37 | Tue 19 Feb 2019 | 1-1 v Bristol RoversPortsmouth 1-1 Bristol Rovers | Sky Bet League One |
| 38 | Sat 23 Feb 2019 | 0-0 v BarnsleyPortsmouth 0-0 Barnsley | Sky Bet League One |
| 39 | Tue 26 Feb 2019 | 3-0 v BuryBury 0-3 Portsmouth | Checkatrade Trophy Semi Final |
| 40 | Sat 2 Mar 2019 | 5-1 v Bradford CityPortsmouth 5-1 Bradford City | Sky Bet League One |
| 41 | Sat 9 Mar 2019 | 1-2 v Charlton AthleticCharlton Athletic 2-1 Portsmouth | Sky Bet League One |
| 42 | Sun 31 Mar 2019 | 2-2 v SunderlandPortsmouth 2-2 Sunderland | Checkatrade Trophy Final |
| 43 | Sat 6 Apr 2019 | 3-2 v Wycombe WanderersWycombe Wanderers 2-3 Portsmouth | Sky Bet League One |
| 44 | Sat 13 Apr 2019 | 4-1 v RochdalePortsmouth 4-1 Rochdale | Sky Bet League One |
| 45 | Fri 19 Apr 2019 | 2-1 v Burton AlbionBurton Albion 1-2 Portsmouth | Sky Bet League One |
| 46 | Mon 22 Apr 2019 | 2-1 v Coventry CityPortsmouth 2-1 Coventry City | Sky Bet League One |
| 47 | Sat 27 Apr 2019 | 1-1 v SunderlandSunderland 1-1 Portsmouth | Sky Bet League One |
| 48 | Tue 30 Apr 2019 | 2-3 v Peterborough UnitedPortsmouth 2-3 Peterborough United | Sky Bet League One |
| 49 | Sat 4 May 2019 | 1-1 v Accrington StanleyPortsmouth 1-1 Accrington Stanley | Sky Bet League One |
| 50 | Sat 11 May 2019 | 0-1 v SunderlandSunderland 1-0 Portsmouth | Sky Bet League One Play-off Semi Final |
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