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| Portsmouth FC v Sunderland FC 22/12/2018 | View match | |
| Gillingham FC v Portsmouth FC 26/12/2018 | View match | |
| Fleetwood Town FC v Portsmouth FC 29/12/2018 | View match | |
| Portsmouth FC v AFC Wimbledon FC 01/01/2019 | View match | |
| Luton Town FC v Portsmouth FC 05/01/2019 | View match | |
| Norwich City FC v Portsmouth FC 05/01/2019 | £6.50 | |
| Portsmouth FC v Blackpool FC 12/01/2019 | View match | |
| Oxford United FC v Portsmouth FC 19/01/2019 | View match | |
| Portsmouth FC v Queens Park Rangers FC 26/01/2019 | £6.50 | |
| Luton Town FC v Portsmouth FC 29/01/2019 | View match | |
| Portsmouth FC v Doncaster Rovers FC 02/02/2019 | View match |