| 1 | Sun 20 Sep 2020 | 20-0 v RochdaleRochdale 0-0 Portsmouth | Sky Bet League One |
| 2 | Sat 26 Sep 2020 | 21-2 v Wigan AthleticPortsmouth 1-2 Wigan Athletic | Sky Bet League One |
| 3 | Sat 3 Oct 2020 | 24-2 v Burton AlbionBurton Albion 2-4 Portsmouth | Sky Bet League One |
| 4 | Tue 6 Oct 2020 | 23-0 v Southend UnitedSouthend United 0-3 Portsmouth | Papa John’s Trophy Group 8 |
| 5 | Sat 10 Oct 2020 | 22-1 v Milton Keynes DonsPortsmouth 2-1 Milton Keynes Dons | Sky Bet League One |
| 6 | Sat 17 Oct 2020 | 20-1 v Doncaster RoversPortsmouth 0-1 Doncaster Rovers | Sky Bet League One |
| 7 | Tue 20 Oct 2020 | 2 2-0 v GillinghamGillingham 0-2 Portsmouth | Sky Bet League One |
| 8 | Sat 24 Oct 2020 | 2 3-1 v SunderlandSunderland 1-3 Portsmouth | Sky Bet League One |
| 9 | Tue 27 Oct 2020 | 24-0 v Northampton TownPortsmouth 4-0 Northampton Town | Sky Bet League One |
| 10 | Sat 31 Oct 2020 | 20-2 v Charlton AthleticPortsmouth 0-2 Charlton Athletic | Sky Bet League One |
| 11 | Tue 3 Nov 2020 | 23-1 v Lincoln CityLincoln City 1-3 Portsmouth | Sky Bet League One |
| 12 | Mon 16 Nov 2020 | 22-2 v Plymouth ArgylePlymouth Argyle 2-2 Portsmouth | Sky Bet League One |
| 13 | Sat 21 Nov 2020 | 24-1 v Crewe AlexandraPortsmouth 4-1 Crewe Alexandra | Sky Bet League One |
| 14 | Tue 24 Nov 2020 | 21-1 v Oxford UnitedPortsmouth 1-1 Oxford United | Sky Bet League One |
| 15 | Tue 1 Dec 2020 | 20-1 v BlackpoolBlackpool 1-0 Portsmouth | Sky Bet League One |
| 16 | Sat 5 Dec 2020 | 22-0 v Peterborough UnitedPortsmouth 2-0 Peterborough United | Sky Bet League One |
| 17 | Sat 12 Dec 2020 | 22-0 v Ipswich TownIpswich Town 0-2 Portsmouth | Sky Bet League One |
| 18 | Tue 15 Dec 2020 | 20-0 v Fleetwood TownPortsmouth 0-0 Fleetwood Town | Sky Bet League One |
| 19 | Fri 18 Dec 2020 | 22-0 v Hull CityHull City 0-2 Portsmouth | Sky Bet League One |
| 20 | Sun 10 Jan 2021 | 21-2 v Bristol CityBristol City 2-1 Portsmouth | Emirates FA Cup Third Round |
| 21 | Tue 12 Jan 2021 | 21-5 v Peterborough UnitedPeterborough United 5-1 Portsmouth | Papa John’s Trophy Third Round |
| 22 | Sat 16 Jan 2021 | 21-0 v Fleetwood TownFleetwood Town 0-1 Portsmouth | Sky Bet League One |
| 23 | Tue 19 Jan 2021 | 24-0 v AFC WimbledonPortsmouth 4-0 AFC Wimbledon | Sky Bet League One |
| 24 | Sat 23 Jan 2021 | 20-4 v Hull CityPortsmouth 0-4 Hull City | Sky Bet League One |
| 25 | Tue 26 Jan 2021 | 20-1 v Lincoln CityPortsmouth 0-1 Lincoln City | Sky Bet League One |
| 26 | Tue 2 Feb 2021 | 23-1 v Charlton AthleticCharlton Athletic 1-3 Portsmouth | Sky Bet League One |
| 27 | Sat 6 Feb 2021 | 22-2 v Plymouth ArgylePortsmouth 2-2 Plymouth Argyle | Sky Bet League One |
| 28 | Tue 9 Feb 2021 | 22-0 v Swindon TownPortsmouth 2-0 Swindon Town | Sky Bet League One |
| 29 | Tue 16 Feb 2021 | 2 1-3 v Bristol RoversBristol Rovers 3-1 Portsmouth | Sky Bet League One |
| 30 | Sat 20 Feb 2021 | 20-1 v BlackpoolPortsmouth 0-1 Blackpool | Sky Bet League One |
| 31 | Tue 23 Feb 2021 | 21-0 v Oxford UnitedOxford United 0-1 Portsmouth | Sky Bet League One |
| 32 | Sat 27 Mar 2021 | 22-1 v Shrewsbury TownShrewsbury Town 1-2 Portsmouth | Sky Bet League One |
| 33 | Fri 2 Apr 2021 | 22-1 v RochdalePortsmouth 2-1 Rochdale | Sky Bet League One |
| 34 | Mon 5 Apr 2021 | 21-0 v Wigan AthleticWigan Athletic 0-1 Portsmouth | Sky Bet League One |
| 35 | Sat 10 Apr 2021 | 21-2 v Burton AlbionPortsmouth 1-2 Burton Albion | Sky Bet League One |
| 36 | Tue 13 Apr 2021 | 2 0-0 v Crewe AlexandraCrewe Alexandra 0-0 Portsmouth | Sky Bet League One |
| 37 | Sat 17 Apr 2021 | 20-1 v Milton Keynes DonsMilton Keynes Dons 1-0 Portsmouth | Sky Bet League One |
| 38 | Tue 20 Apr 2021 | 21-3 v Swindon TownSwindon Town 3-1 Portsmouth | Sky Bet League One |
| 39 | Sat 24 Apr 2021 | 21-0 v Bristol RoversPortsmouth 1-0 Bristol Rovers | Sky Bet League One |
| 40 | Tue 27 Apr 2021 | 23-3 v Accrington StanleyAccrington Stanley 3-3 Portsmouth | Sky Bet League One |
| 41 | Sat 1 May 2021 | 23-1 v AFC WimbledonAFC Wimbledon 1-3 Portsmouth | Sky Bet League One |
| 42 | Sun 9 May 2021 | 20-1 v Accrington StanleyPortsmouth 0-1 Accrington Stanley | Sky Bet League One |
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