| Portsmouth FC v Sunderland FC 16/05/2019 | View match | |
| Crawley Town FC v Portsmouth FC 13/07/2019 | £8.50 | |
| Shrewsbury Town FC v Portsmouth FC 03/08/2019 | View match | |
| Portsmouth FC v Birmingham City FC 06/08/2019 | View match | |
| Portsmouth FC v Tranmere Rovers FC 10/08/2019 | View match | |
| Sunderland FC v Portsmouth FC 17/08/2019 | View match | |
| Portsmouth FC v Coventry City FC 20/08/2019 | View match | |
| Queens Park Rangers FC v Portsmouth FC 28/08/2019 | £6.75 | |
| Blackpool FC v Portsmouth FC 31/08/2019 | View match | |
| Bury FC v Portsmouth FC 14/09/2019 | View match | |
| Portsmouth FC v Burton Albion FC 17/09/2019 | View match | |
| Wycombe Wanderers FC v Portsmouth FC 21/09/2019 | View match |