| Athboy Celtic FC – D3 | | | | |
10/07/2021 |
| Athboy Celtic FC – D3 |
17/07/2021 |
| Drogheda Town FC – D4 |
| | Torro United FC |
| Torro United FC | 21/08/2021 Powderly Park |
10/07/2021 |
| Torro United FC |
| |
| Boyne Rovers FC |
| | Torro United FC |
| Drogheda Town FC – D3 | 04/09/2021 |
10/07/2021 |
| OMP United |
17/07/2021 |
| OMP United |
| | OMP United |
| Bohermeen Celtic FC | |
10/07/2021 |
| Skryne Tara AFC |
| |
| Skryne Tara AFC |
| | Parkvilla FC |
| Parkvilla FC | 16/10/2021 Waters Lane |
10/07/2021 Waters Lane |
| Parkvilla FC |
17/07/2021 |
| Trim Celtic AFC – D2 |
| | Parkvilla FC |
| Drogheda Marsh Crescent FC | 21/08/2021 Waters Lane |
10/07/2021 |
| Drogheda Marsh Crescent FC |
| |
| Enfield Celtic FC |
| | Parkvilla FC |
| Albion Rovers FC – D3 | |
10/07/2021 |
| Robinstown FC |
17/07/2021 |
| Robinstown FC |
| | Trim Celtic AFC |
| Trim Celtic AFC | |
10/07/2021 |
| Trim Celtic AFC |
| |
| Termonfeckin Celtic FC |
| |
| Navan Town Cosmos FC |
10/07/2021 |
| Navan Town Cosmos FC |
17/07/2021 |
| Drogheda Boys FC |
| | Navan Town Cosmos FC |
| Dunshaughlin Youths FC – D3 | 21/08/2021 MDL |
10/07/2021 |
| Dunshaughlin Youths FC – D3 |
| |
| Newtown United FC |
| | Duleek AFC |
| Duleek AFC | 05/09/2021 Duleek AFC |
10/07/2021 |
| Duleek AFC |
10/07/2021 |
| Walshestown JFC |
| | Duleek AFC |
| Parkceltic Summerhill | |
10/07/2021 |
| Kells Youths FC |
| |
| Kells Youths FC |
| | Duleek AFC |
| Dunshaughlin Youths FC | |
10/07/2021 DYFC Grounds |
| Dunshaughlin Youths FC |
17/07/2021 |
| Athboy Celtic FC |
| | Dunshaughlin Youths FC |
| Borora Juniors AFC | 21/08/2021 DYFC Grounds |
10/07/2021 |
| Borora Juniors AFC |
| |
| Johnstown FC |
| | Dunshaughlin Youths FC |
| Rossin Rovers AFC | |
13/07/2021 |
| Albion Rovers FC – D2 |
17/07/2021 |
| Albion Rovers FC – D2 |
| | Albion Rovers FC – D2 |
| Duleek AFC – D4 | |
10/07/2021 |
| Duleek AFC – D4 |
| |
| Kells Youths FC -D4 |
