| Premier Div. | 10.04.21 | Longford Town | - | Drogheda United | 0:4 | ||||
| Premier Div. | 24.05.21 | Drogheda United | - | Longford Town | 4:1 |  |
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| Premier Div. | 10.07.21 | Longford Town | - | Drogheda United | 1:1 | |
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| Premier Div. | 11.03.22 | Drogheda United | - | Sligo Rovers | 0:3 | ||||
| Premier Div. | 23.04.22 | Sligo Rovers | - | Drogheda United | 3:2 | ||||
| Premier Div. | 24.06.22 | Drogheda United | - | Sligo Rovers | 0:0 | ||||
| Premier Div. | 03.09.22 | Sligo Rovers | - | Drogheda United | 2:0 | ||||
| Premier Div. | 21.04.23 | Drogheda United | - | Bohemian FC | 0:2 |  |
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| Premier Div. | 04.08.23 | Bohemian FC | - | Drogheda United | 4:2 | ||||
| Premier Div. | 19.04.24 | Bohemian FC | - | Drogheda United | 1:0 | ||||
| Premier Div. | 20.09.24 | Bohemian FC | - | Drogheda United | 0:1 |
Irland