| 1 | Sat 6 Aug 2016 | 101-1 v Carlisle UnitedPortsmouth 1-1 Carlisle United | Sky Bet League Two |
| 2 | Sat 13 Aug 2016 | 100-0 v Crewe AlexandraCrewe Alexandra 0-0 Portsmouth | Sky Bet League Two |
| 3 | Tue 16 Aug 2016 | 100-2 v MorecambeMorecambe 2-0 Portsmouth | Sky Bet League Two |
| 4 | Sat 27 Aug 2016 | 101-0 v Exeter CityExeter City 0-1 Portsmouth | Sky Bet League Two |
| 5 | Sat 3 Sep 2016 | 103-0 v Crawley TownPortsmouth 3-0 Crawley Town | Sky Bet League Two |
| 6 | Sat 10 Sep 2016 | 104-2 v Wycombe WanderersPortsmouth 4-2 Wycombe Wanderers | Sky Bet League Two |
| 7 | Sat 17 Sep 2016 | 100-1 v Accrington StanleyAccrington Stanley 1-0 Portsmouth | Sky Bet League Two |
| 8 | Sat 24 Sep 2016 | 105-1 v BarnetPortsmouth 5-1 Barnet | Sky Bet League Two |
| 9 | Sat 1 Oct 2016 | 101-2 v Doncaster RoversPortsmouth 1-2 Doncaster Rovers | Sky Bet League Two |
| 10 | Sat 8 Oct 2016 | 101-0 v Leyton OrientLeyton Orient 0-1 Portsmouth | Sky Bet League Two |
| 11 | Sat 15 Oct 2016 | 102-2 v Plymouth ArgylePlymouth Argyle 2-2 Portsmouth | Sky Bet League Two |
| 12 | Sat 22 Oct 2016 | 101-2 v Notts CountyPortsmouth 1-2 Notts County | Sky Bet League Two |
| 13 | Sat 5 Nov 2016 | 101-2 v Wycombe WanderersPortsmouth 1-2 Wycombe Wanderers | Emirates FA Cup First Round |
| 14 | Tue 8 Nov 2016 | 101-0 v Bristol RoversPortsmouth 1-0 Bristol Rovers | Checkatrade Trophy Southern Group A |
| 15 | Thu 5 Jan 2017 | 101-3 v Doncaster RoversDoncaster Rovers 3-1 Portsmouth | Sky Bet League Two |
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