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