Home History
| 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 |
| Republic of Ireland Leinster Senior League | 2019/04/17 18:45 | Portlaoise AFC v Arklow Town | W | 4-0 |
Away History
| Republic of Ireland Leinster Senior League | 2019/01/20 11:00 | Drumcondra v Dublin Bus | L | 1-3 |
| Republic of Ireland Leinster Senior Cup | 2019/01/04 20:15 | Drumcondra v St Mochtas | L | 1-5 |
| Republic of Ireland Leinster Senior Cup | 2019/01/04 19:49 | St Mochtas v Drumcondra | L | 5-1 |
| Republic of Ireland Leinster Senior League | 2018/11/19 19:45 | Glebe North FC v Drumcondra | L | 6-0 |
| Republic of Ireland Leinster Senior League | 2018/05/19 18:50 | Drumcondra v Newbridge Town FC | L | 0-1 |
| Republic of Ireland Leinster Senior League | 2018/05/09 19:00 | Drumcondra v Greystones | D | 1-1 |
| Republic of Ireland Leinster Senior Cup | 2018/05/03 19:00 | Crumlin United v Drumcondra | L | 5-0 |
| Republic of Ireland Leinster Senior Cup | 2018/04/21 17:00 | Drumcondra v Bangor Celtic FC | W | 3-2 |