| Republic of Ireland Leinster Senior League | 2019/09/07 13:30 | Portlaoise AFC v Ratoath Harps | D | 2-2 |
| Republic of Ireland Leinster Senior League | 2020/01/06 19:59 | Ratoath Harps v Ballyfermot United | W | 5-2 |
| Republic of Ireland Leinster Senior League | 2019/11/11 20:00 | Ratoath Harps v Ayrfield United | L | 1-2 |
| Republic of Ireland Leinster Senior League | 2019/09/07 13:30 | Portlaoise AFC v Ratoath Harps | D | 2-2 |
| Republic of Ireland Leinster Senior League | 2020/01/04 14:00 | Portlaoise AFC v FC Transylvania | W | 5-0 |
| Republic of Ireland Leinster Senior League | 2019/12/06 19:45 | Tolka Rovers v Portlaoise AFC | L | 3-2 |
| Republic of Ireland Leinster Senior League | 2019/10/27 11:05 | Inchicore Athletic FC v Portlaoise AFC | W | 1-3 |
| Republic of Ireland FAI Cup | 2019/10/23 19:03 | Portlaoise AFC v Skerries Town FC | L | 1-2 |
| Republic of Ireland Leinster Senior League | 2019/09/07 13:30 | Portlaoise AFC v Ratoath Harps | D | 2-2 |
| Republic of Ireland Leinster Senior League | 2019/08/28 18:45 | Portlaoise AFC v Dublin Bus | D | 1-1 |
| Europe Friendlies | 2019/07/26 19:00 | Portlaoise AFC v Newbridge Town FC | W | 5-3 |
| Republic of Ireland Leinster Senior League | 2019/05/01 18:30 | Portlaoise AFC v CIE Ranch FC | W | 8-1 |