| Republic of Ireland Leinster Senior League | 2020/08/05 18:45 | Portlaoise AFC v Drumcondra | L | 1-2 |
| Republic of Ireland Leinster Senior League | 2020/07/29 18:45 | Portlaoise AFC v Collinstown FC | L | 2-3 |
| Republic of Ireland Leinster Senior League | 2020/07/25 13:30 | Portlaoise AFC v Ardmore Rovers | D | 2-2 |
| Republic of Ireland Leinster Senior League | 2020/07/18 13:30 | Portlaoise AFC v Newlands/Castle Park | W | 4-1 |
| Republic of Ireland Leinster Senior League | 2020/03/04 19:45 | Portlaoise AFC v St John Bosco | D | 1-1 |
| Republic of Ireland Leinster Senior League | 2020/02/26 19:45 | Portlaoise AFC v Inchicore Athletic FC | D | 2-2 |
| Republic of Ireland Leinster Senior League | 2020/02/05 19:45 | Portlaoise AFC v Dunboyne AFC | W | 6-1 |
| Republic of Ireland Leinster Senior League | 2020/02/02 11:00 | Drumcondra v Portlaoise AFC | W | 2-4 |
| Republic of Ireland Leinster Senior League | 2019/11/11 20:00 | Larkview Boys v Fairview CY | W | 0-3 |