England: Premier League Cup - Main |
| Group D | Portsmouth U23 | Aston Villa U23 | 0:3 (0:0, 0:3) | details | 25.02.2020 |
| Group D | Exeter U23 | Portsmouth U23 | 2:1 (1:0, 1:1) | details | 04.02.2020 |
| Group D | Portsmouth U23 | Doncaster U23 | 2:4 (0:3, 2:1) | details | 21.01.2020 |
| Group D | Portsmouth U23 | Exeter U23 | 2:2 (0:0, 2:2) | details | 09.01.2020 |
| Group D | Aston Villa U23 | Portsmouth U23 | 6:0 (2:0, 4:0) | details | 29.11.2019 |
| Group D | Doncaster U23 | Portsmouth U23 | 1:0 | details | 24.09.2019 |
England: Premier League Cup - Qualification |
| Final | Plymouth U23 | Portsmouth U23 | 2:1 | details | 04.09.2018 |
England: Premier League Cup - Main |
| Group F | Portsmouth U23 | Leicester U23 | 1:1 (0:0, 1:1) | details | 06.02.2018 |
| Group F | Everton U23 | Portsmouth U23 | 3:0 (1:0, 2:0) | details | 23.01.2018 |
| Group F | Barnsley U23 | Portsmouth U23 | 1:2 (1:0, 0:2) | details | 15.01.2018 |
| Group F | Portsmouth U23 | Barnsley U23 | 0:1 (0:0, 0:1) | details | 29.11.2017 |
| Group F | Leicester U23 | Portsmouth U23 | 0:0 (0:0, 0:0) | details | 13.11.2017 |
| Group F | Portsmouth U23 | Everton U23 | 1:2 (0:0, 1:2) | details | 09.10.2017 |
England: Premier League Cup - Qualification |
| Final | Portsmouth U23 | Southend U23 | 1:0 (1:0, 0:0) | details | 23.08.2017 |
England: Premier League Cup - Play Offs |
| Semi-finals | Swansea U23 | Portsmouth U23 | 3:0 ET (0:0, 0:0, 3:0) | details | 02.05.2017 |
| Quarter-finals | Portsmouth U23 | Colchester U23 | 2:0 (0:0, 2:0) | details | 03.04.2017 |
| 1/8-finals | Portsmouth U23 | Sheffield Utd U23 | 1:0 (0:0, 1:0) | details | 20.03.2017 |
England: Premier League Cup - Main |
| | Portsmouth U23 | Everton U23 | 2:1 (0:1, 2:0) | details | 27.02.2017 |
| | Wolves U23 | Portsmouth U23 | 2:4 (1:2, 1:2) | details | 07.02.2017 |
| | Portsmouth U23 | Norwich U23 | 4:0 (3:0, 1:0) | details | 23.01.2017 |
| | Everton U23 | Portsmouth U23 | 3:1 (1:0, 2:1) | details | 05.12.2016 |
| | Portsmouth U23 | Wolves U23 | 0:0 (0:0, 0:0) | details | 14.11.2016 |
| | Norwich U23 | Portsmouth U23 | 0:0 (0:0, 0:0) | details | 29.09.2016 |
England: Premier League Cup - Qualification |
| Final | Portsmouth U23 | Barnsley U23 | 2:0 | details | 12.09.2016 |
| Semi-finals | Portsmouth U23 | Southend U23 | 2:1 (1:0, 1:1) | details | 22.08.2016 |