| Republic of Ireland Leinster Senior League | 2017/11/15 19:52 | St John Bosco v Portlaoise AFC | D | 2-2 |
| 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 | 2020/01/27 19:45 | Ratoath Harps v Portlaoise AFC | L | 4-0 |
| 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 | 2020/02/21 19:44 | St John Bosco v Templeogue United FC | W | 3-1 |
| Republic of Ireland Leinster Senior League | 2020/01/16 19:45 | Malahide Utd v St John Bosco | L | 4-2 |
| Republic of Ireland Leinster Senior League | 2020/01/04 13:00 | Tolka Rovers v St John Bosco | L | 3-2 |
| Republic of Ireland Leinster Senior League | 2019/12/12 20:00 | UCD AFC v St John Bosco | L | 2-1 |
| Republic of Ireland Leinster Senior League | 2019/12/06 20:15 | Collinstown FC v St John Bosco | L | 3-1 |
| Republic of Ireland Leinster Senior League | 2019/11/25 20:00 | Home Farm FC v St John Bosco | L | 1-0 |
| Republic of Ireland FAI Intermediate Cup | 2019/11/22 19:45 | St John Bosco v Kilnamanagh AFC | L | 1-2 |
| Europe Friendlies | 2019/07/30 18:45 | St John Bosco v St Francis FC | L | 6-7 |