| 1 | Sat 4 Aug 2018 | 161-0 v Luton TownPortsmouth 1-0 Luton Town | Sky Bet League One |
| 2 | Sat 11 Aug 2018 | 162-1 v BlackpoolBlackpool 1-2 Portsmouth | Sky Bet League One |
| 3 | Sat 18 Aug 2018 | 164-1 v Oxford UnitedPortsmouth 4-1 Oxford United | Sky Bet League One |
| 4 | Tue 21 Aug 2018 | 162-1 v Bristol RoversBristol Rovers 1-2 Portsmouth | Sky Bet League One |
| 5 | Sat 25 Aug 2018 | 16 0-0 v Doncaster RoversDoncaster Rovers 0-0 Portsmouth | Sky Bet League One |
| 6 | Sat 1 Sep 2018 | 163-0 v Plymouth ArgylePortsmouth 3-0 Plymouth Argyle | Sky Bet League One |
| 7 | Sat 29 Sep 2018 | 163-1 v RochdaleRochdale 1-3 Portsmouth | Sky Bet League One |
| 8 | Tue 2 Oct 2018 | 161-0 v Coventry CityCoventry City 0-1 Portsmouth | Sky Bet League One |
| 9 | Sat 6 Oct 2018 | 160-2 v GillinghamPortsmouth 0-2 Gillingham | Sky Bet League One |
| 10 | Sat 13 Oct 2018 | 16 2-1 v AFC WimbledonAFC Wimbledon 1-2 Portsmouth | Sky Bet League One |
| 11 | Sat 20 Oct 2018 | 161-0 v Fleetwood TownPortsmouth 1-0 Fleetwood Town | Sky Bet League One |
| 12 | Tue 23 Oct 2018 | 162-2 v Burton AlbionPortsmouth 2-2 Burton Albion | Sky Bet League One |
| 13 | Sat 3 Nov 2018 | 16 1-0 v Bradford CityBradford City 0-1 Portsmouth | Sky Bet League One |
| 14 | Sat 10 Nov 2018 | 164-0 v Maidenhead UnitedMaidenhead United 0-4 Portsmouth | Emirates FA Cup First Round |
| 15 | Sat 24 Nov 2018 | 162-1 v Scunthorpe UnitedScunthorpe United 1-2 Portsmouth | Sky Bet League One |
| 16 | Tue 27 Nov 2018 | 162-0 v WalsallPortsmouth 2-0 Walsall | Sky Bet League One |
| 17 | Sun 2 Dec 2018 | 161-0 v RochdaleRochdale 0-1 Portsmouth | Emirates FA Cup Second Round |
| 18 | Sat 8 Dec 2018 | 162-0 v Southend UnitedPortsmouth 2-0 Southend United | Sky Bet League One |
| 19 | Tue 11 Dec 2018 | 161-2 v Charlton AthleticPortsmouth 1-2 Charlton Athletic | Sky Bet League One |
| 20 | Sat 15 Dec 2018 | 161-1 v BarnsleyBarnsley 1-1 Portsmouth | Sky Bet League One |
| 21 | Sat 22 Dec 2018 | 163-1 v SunderlandPortsmouth 3-1 Sunderland | Sky Bet League One |
| 22 | Wed 26 Dec 2018 | 16 0-2 v GillinghamGillingham 2-0 Portsmouth | Sky Bet League One |
| 23 | Sat 29 Dec 2018 | 165-2 v Fleetwood TownFleetwood Town 2-5 Portsmouth | Sky Bet League One |
| 24 | Tue 1 Jan 2019 | 162-1 v AFC WimbledonPortsmouth 2-1 AFC Wimbledon | Sky Bet League One |
| 25 | Sat 5 Jan 2019 | 161-0 v Norwich CityNorwich City 0-1 Portsmouth | Emirates FA Cup Third Round |
| 26 | Sat 12 Jan 2019 | 160-1 v BlackpoolPortsmouth 0-1 Blackpool | Sky Bet League One |
| 27 | Sat 19 Jan 2019 | 16 1-2 v Oxford UnitedOxford United 2-1 Portsmouth | Sky Bet League One |
| 28 | Sat 26 Jan 2019 | 16 1-1 v Queens Park RangersPortsmouth 1-1 Queens Park Rangers | Emirates FA Cup Fourth Round |
| 29 | Tue 29 Jan 2019 | 162-3 v Luton TownLuton Town 3-2 Portsmouth | Sky Bet League One |
| 30 | Sat 2 Feb 2019 | 161-1 v Doncaster RoversPortsmouth 1-1 Doncaster Rovers | Sky Bet League One |
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