| 2019-03-02 11:00:0002/03/2019 | Drogheda Town FC  | 2 - 0 |  Ballivor FC | 13 Division 1 | N/A |
| 2019-03-23 12:00:5423/03/2019 | Drogheda Town FC | 3 - 0 |  Enfield Celtic FC | 13 Division 1 | N/A |
| 2019-03-30 10:00:0030/03/2019 | Duleek AFC  | 1 - 1 | Drogheda Town FC | 13 Division 1 | N/A |
| 2019-04-06 10:00:0006/04/2019 | Albion Rovers FC  | 2 - 7 | Drogheda Town FC | 13 Division 1 | N/A |
| 2019-04-13 12:30:0013/04/2019 | Ballivor FC | 0 - 2 | Drogheda Town FC | 13 Division 1 | N/A |
| 2019-04-24 00:00:0024/04/2019 | BYE  | 0 - 3 | Drogheda Town FC | 13 Gerry Browne Cup | N/A |
| 2019-04-24 00:00:0024/04/2019 | BYE | 0 - 3 | Drogheda Town FC | 13 Gerry Browne Cup | N/A |
| 2019-04-25 14:03:0025/04/2019 | Drogheda Town FC | 14:03:002:03 pm |  Navan Town Cosmos FC | 13 Gerry Browne Cup | N/A |
| 2019-05-04 12:00:0004/05/2019 | Drogheda Town FC | 1 - 5 | Navan Town Cosmos FC | 13 Gerry Browne Cup | N/A |
| 2019-05-11 19:00:0011/05/2019 | Drogheda Town FC | 0 - 0 |  Grove Rangers FC | 13 Division 1 | N/A |
| 2019-05-18 11:00:0018/05/2019 | Enfield Celtic FC | 5 - 2 | Drogheda Town FC | 13 Division 1 | N/A |
| 2019-05-24 18:59:4624/05/2019 | Drogheda Town FC | 3 - 3 | Duleek AFC | 13 Division 1 | N/A |
| 2019-05-31 19:15:0031/05/2019 | Drogheda Town FC | 5 - 1 | Albion Rovers FC | 13 Division 1 | N/A |
| 2019-06-21 19:15:0021/06/2019 | Grove Rangers FC | 3 - 2 | Drogheda Town FC | 13 Division 1 | N/A |
| 2019-07-04 18:44:1104/07/2019 | Drogheda Town FC | 5 - 4 | Duleek AFC | 13 Division 1 | N/A |
| 2019-07-06 11:38:4906/07/2019 | Trim Celtic AFC  | 1 - 0 | Drogheda Town FC | 13 Combined | N/A |
| 2019-08-23 19:00:0023/08/2019 | Termonfeckin Celtic FC  | 3 - 8 | Drogheda Town FC | 14 Elite Shield - Group B | N/A |
| 2019-08-24 10:00:0024/08/2019 | Drogheda Town FC | 7 - 2 |  Parkvilla FC | 13 Elite Shield Group A | N/A |
| 2019-08-24 11:00:0024/08/2019 | Robinstown FC  | 5 - 3 | Drogheda Town FC | 12 Elite Shield - Group A | N/A |
| 2019-08-24 11:30:0024/08/2019 | Drogheda Town FC | 0 - 5 |  Kingscourt Harps AFC | 13 Premier Shield Group A | N/A |
| 2019-08-30 18:45:0030/08/2019 | Grove Rangers FC | 1 - 3 | Drogheda Town FC | 13 Division 1 | N/A |
| 2019-08-30 18:45:0030/08/2019 | Drogheda Town FC | 1 - 2 | Parkvilla FC | 14 Combined | N/A |
| 2019-08-31 11:00:0031/08/2019 | Drogheda Town FC | 5 - 2 | Parkvilla FC | 13 Combined | N/A |
| 2019-09-02 19:00:0002/09/2019 | Drogheda Town FC | 1 - 0 |  Dunshaughlin Youths FC | 12 Combined | N/A |
| 2019-09-07 18:53:0007/09/2019 | Drogheda Town FC | 7 - 5 | Albion Rovers FC | 14 Combined | N/A |
| 2019-09-07 18:53:0007/09/2019 | Duleek AFC | 3 - 2 | Drogheda Town FC | 12 Combined | N/A |
| 2019-09-07 18:54:0007/09/2019 | Drogheda Town FC | 1 - 3 | Ballivor FC | 13 Division 1 | N/A |
| 2019-09-07 18:54:0007/09/2019 | Drogheda Town FC | 3 - 0 |  Boyne Rovers FC | 13 Combined | N/A |
| 2019-09-15 10:00:2715/09/2019 | Drogheda Town FC | 2 - 3 | Duleek AFC | 13 Premier Shield Group A | N/A |
| 2019-09-15 10:00:4615/09/2019 | Square United  | 1 - 4 | Drogheda Town FC | 12 Combined | N/A |
| 2019-09-17 19:30:0317/09/2019 | Kingscourt Harps AFC | 3 - 3 | Drogheda Town FC | 14 Combined | N/A |
| 2019-09-28 10:00:0028/09/2019 | Parkceltic Summerhill  | 1 - 6 | Drogheda Town FC | 13 Elite Shield Group A | N/A |
| 2019-09-29 11:00:3229/09/2019 | Drogheda Town FC | 2 - 3 | Duleek AFC | 12 Elite Shield - Group A | N/A |
| 2019-10-08 20:00:3108/10/2019 | Drogheda Town FC | 4 - 1 | Albion Rovers FC | 14 Elite Shield - Group B | N/A |
| 2019-10-12 10:00:0012/10/2019 | Drogheda Town FC | 3 - 4 | Parkvilla FC | 12 Combined | N/A |
| 2019-10-12 10:00:0012/10/2019 | Drogheda Marsh Crescent FC  | 5 - 2 | Drogheda Town FC | 13 Premier Shield Group A | N/A |
| 2019-10-12 13:00:0012/10/2019 | Kingscourt Harps AFC | 2 - 6 | Drogheda Town FC | 14 Elite Shield - Group B | N/A |
| 2019-10-19 10:00:0019/10/2019 | Albion Rovers FC | 3 - 8 | Drogheda Town FC | 13 Elite Shield Group A | N/A |
| 2019-11-02 11:30:0002/11/2019 | Torro United FC  | 11:30:0011:30 am | Drogheda Town FC | 12 Combined | N/A |
| 2019-11-04 19:00:0004/11/2019 | Drogheda Town FC | 5 - 0 | Trim Celtic AFC | 13 Combined | N/A |
| 2019-11-09 11:30:0009/11/2019 | Drogheda Town FC | 5 - 0 | Trim Celtic AFC | 13 Elite Shield | N/A |
| 2019-11-09 13:00:0009/11/2019 | Drogheda Town FC | 3 - 2 | Navan Town Cosmos FC | 14 Elite Shield, 14 Elite Shield - Group A, 14 Elite Shield - Group B | N/A |
| 2019-11-15 17:25:3015/11/2019 | Drogheda Town FC | 17:25:30TBD | Drogheda Town FC | 14 Elite Shield, 14 Elite Shield - Group A, 14 Elite Shield - Group B | N/A |
| 2019-11-16 12:30:0016/11/2019 | Boyne Rovers FC | 3 - 5 | Drogheda Town FC | 13 Elite Shield | N/A |
