| Republic of Ireland Leinster Senior League | 2021/08/04 18:30 | Tullamore Town v Portlaoise AFC | W | 1-5 |
| Republic of Ireland Leinster Senior League | 2022/01/22 12:00 | UCD AFC v Portlaoise AFC | L | 1-0 |
| Republic of Ireland Amateur Cup | 2022/01/21 19:30 | Portlaoise AFC v Ayrfield United | W | 4-1 |
| Republic of Ireland Leinster Senior League | 2022/01/15 15:00 | Greystones v Portlaoise AFC | W | 0-2 |
| Republic of Ireland Leinster Senior League | 2021/10/22 18:30 | Portlaoise AFC v Newtown Rangers AFC | W | 2-0 |
| Republic of Ireland Leinster Senior League | 2021/10/08 18:30 | Portlaoise AFC v Drumcondra | W | 4-1 |
| Republic of Ireland Leinster Senior League | 2021/09/17 18:30 | Portlaoise AFC v Swords Celtic FC | L | 2-7 |
| Republic of Ireland Leinster Senior League | 2021/08/22 13:30 | Templeogue United FC v Portlaoise AFC | L | 3-1 |
| Republic of Ireland Leinster Senior League | 2021/08/16 19:00 | Larkview Boys v Portlaoise AFC | D | 2-2 |
| Republic of Ireland Leinster Senior League | 2022/01/23 14:00 | Templeogue United FC v Tullamore Town | L | 6-0 |
| Republic of Ireland Leinster Senior League | 2021/11/17 20:00 | Tullamore Town v Arklow Town | L | 1-6 |
| Republic of Ireland Leinster Senior League | 2021/09/29 19:00 | Tullamore Town v UCD AFC | D | 1-1 |
| Republic of Ireland Leinster Senior League | 2021/09/24 19:00 | Tullamore Town v Swords Celtic FC | L | 0-1 |
| Republic of Ireland Leinster Senior League | 2021/09/19 10:00 | Newtown Rangers AFC v Tullamore Town | L | 7-1 |
| Republic of Ireland Leinster Senior League | 2021/08/04 18:30 | Tullamore Town v Portlaoise AFC | L | 1-5 |
| Republic of Ireland Leinster Senior League | 2020/09/08 19:00 | Swords Celtic FC v Tullamore Town | L | 5-1 |
| Republic of Ireland Leinster Senior League | 2020/01/03 20:00 | Tullamore Town v Lucan United | L | 0-2 |