| | 24/08/19 11 am | Frankfort FC | 2 | 2 | Arthur Griffith Park FC 2nds | Brian Lawless | Donaghmede Park | |
| | 24/08/19 11 am | Castle Celtic FC 2nds | 5 | 1 | Drimnagh Celtic 2nds | Christy Keating | Stannaway Park | |
| | 24/08/19 2 pm | Dynamo Ridgewood | 1 | 3 | Sandford-St Marys FC | Aidan Spierin | Rathingle Road Pitch 1, Swords | |
| | 26/08/19 6:30 pm | Sandford-St Marys FC | 3 | 0 | Drimnagh Celtic 2nds | Brendan Coleman | Tymon Park | |
| | 26/08/19 6:30 pm | Arthur Griffith Park FC 2nds | 1 | 3 | Castle Celtic FC 2nds | Tom Shannon | Esker Drive (Griffeen Valley Park) | |
| | 31/08/19 11 am | Frankfort FC | 2 | 2 | Sandford-St Marys FC | John Dalton | Donaghmede Park | |
| | 02/09/19 6:30 pm | Sandford-St Marys FC | 2 | 1 | VEC FC 2nds | Bill Gannon | Tymon Park | |
| | 02/09/19 6:30 pm | Arthur Griffith Park FC 2nds | 1 | 2 | Drimnagh Celtic 2nds | Paul Lang | Esker Drive (Griffeen Valley Park) | |
| | 07/09/19 11:30 am | Booterstown United | 1 | 1 | Drimnagh Celtic 2nds | Tommy Doherty | Rockfield Park, Blackrock | |
| | 07/09/19 12 pm | Dunshaughlin Youths FC | 1 | 1 | Castle Celtic FC 2nds | Frank Bartley | Ind Estate /Business Park, Dunshaughlin | |
| | 07/09/19 12 pm | VEC FC 2nds | 2 | 2 | Frankfort FC | Bill Gannon | VEC (ETB) Grounds, Terenure | |
| | 07/09/19 2 pm | Dynamo Ridgewood | 1 | 1 | Arthur Griffith Park FC 2nds | Graham Caswell | Rathingle Road Pitch 1, Swords | |
| | 07/09/19 3 pm | Swords Manor | 3 | 2 | Sandford-St Marys FC | Christy Keating | Brackenstown Road, Swords | |
| | 14/09/19 11 am | Sandford-St Marys FC | 3 | 2 | Dunshaughlin Youths FC | Paul Hutchinson | Tymon Park | |
| | 14/09/19 11 am | Frankfort FC | 0 | 0 | Swords Manor | Tommy Doherty | Donaghmede Park | |
| | 14/09/19 11:30 am | Booterstown United | 1 | 1 | Dynamo Ridgewood | Paul Power | Rockfield Park, Blackrock | |
| | 14/09/19 2 pm | Drimnagh Celtic 2nds | 1 | 2 | VEC FC 2nds | Tommy Doherty | Brickfield Park (Pitch 4) | |
| | 21/09/19 11 am | Sandford-St Marys FC | 1 | 0 | Booterstown United | Gilbert Smart | Tymon Park | |
| | 21/09/19 11 am | Castle Celtic FC 2nds | 2 | 2 | Frankfort FC | Paul Power | Stannaway Park | |
| | 21/09/19 12 pm | VEC FC 2nds | 2 | 1 | Dynamo Ridgewood | Andy Cleary | VEC (ETB) Grounds, Terenure | |
| | 21/09/19 2 pm | Arthur Griffith Park FC 2nds | 0 | 5 | Dunshaughlin Youths FC | Tom Shannon | Esker Drive (Griffeen Valley Park) | |
| | 21/09/19 3 pm | Swords Manor | 2 | 1 | Drimnagh Celtic 2nds | Aidan Spierin | Brackenstown Road, Swords | |
| | 28/09/19 11:30 am | Booterstown United | 3 | 2 | Dunshaughlin Youths FC | John J. Walsh | Rockfield Park, Blackrock | |
| | 05/10/19 2 pm | Drimnagh Celtic 2nds | 1 | 3 | Dynamo Ridgewood | Karl Nolan | Brickfield Park (Pitch 4) | |
| | 12/10/19 12 pm | VEC FC 2nds | 2 | 5 | Dunshaughlin Youths FC | Paul Power | VEC (ETB) Grounds, Terenure | |
| | 12/10/19 2 pm | Drimnagh Celtic 2nds | 4 | 4 | Frankfort FC | Patrick Dunne | Brickfield Park (Pitch 4) | |
| | 19/10/19 12 pm | VEC FC 2nds | 8 | 2 | Drimnagh Celtic 2nds | Craig McCarthy | VEC (ETB) Grounds, Terenure | |
| | 19/10/19 2 pm | Dynamo Ridgewood | 3 | 1 | Castle Celtic FC 2nds | Aidan Spierin | Rathingle Road Pitch 1, Swords | |
| | 02/11/19 11 am | Castle Celtic FC 2nds | 2 | 2 | Dunshaughlin Youths FC | Craig McCarthy | Stannaway Park | |
| | 02/11/19 2 pm | Drimnagh Celtic 2nds | 1 | 4 | Arthur Griffith Park FC 2nds | Karl Nolan | Brickfield Park (Pitch 4) | |
| | 16/11/19 2 pm | Drimnagh Celtic 2nds | 2 | 3 | Booterstown United | Gilbert Smart | Brickfield Park (Pitch 4) | |
| | 16/11/19 2:30 pm | Swords Manor | 1 | 2 | Castle Celtic FC 2nds | Joe O'Hanlon | Brackenstown Road, Swords | |
| | 30/11/19 11 am | Castle Celtic FC 2nds | 0 | 1 | Booterstown United | Craig McCarthy | Stannaway Park | |
| | 30/11/19 2 pm | Arthur Griffith Park FC 2nds | 0 | 3 | Sandford-St Marys FC | Tom Shannon | Esker Drive (Griffeen Valley Park) | |
| | 07/12/19 11 am | Castle Celtic FC 2nds | 1 | 3 | Sandford-St Marys FC | Paddy Hughes | Stannaway Park | |
| | 07/12/19 11:30 am | Booterstown United | 6 | 1 | Frankfort FC | Ken Coffey | Rockfield Park, Blackrock | |
| | 14/12/19 12 pm | VEC FC 2nds | 2 | 0 | Arthur Griffith Park FC 2nds | Ken Coffey | VEC (ETB) Grounds, Terenure | |
| | 04/01/20 12 pm | VEC FC 2nds | 5 | 2 | Swords Manor | Stefan Vasilenko | VEC (ETB) Grounds, Terenure | |
| | 04/01/20 12 pm | Dunshaughlin Youths FC | 2 | 1 | Dynamo Ridgewood | Christy Keating | Ind Estate /Business Park, Dunshaughlin | |
| | 11/01/20 11 am | Frankfort FC | 3 | 1 | Dunshaughlin Youths FC | Stefan Vasilenko | Furrey Park, Sportslink Complex | |
| | 11/01/20 12 pm | VEC FC 2nds | 2 | 2 | Booterstown United | Paul Lang | VEC (ETB) Grounds, Terenure | |
| | 18/01/20 11:30 am | Dynamo Ridgewood | 0 | 2 | Booterstown United | Aidan Spierin | Furrey Park, Sportslink Complex | |
| | 25/01/20 11 am | Frankfort FC | | | Castle Celtic FC 2nds | Joe O'Hanlon | Furrey Park, Sportslink Complex | |
| | 25/01/20 11:30 am | Dynamo Ridgewood | | | Drimnagh Celtic 2nds | Brian Lawless (Jnr) | Rathingle Road Pitch 1, Swords | |
| | 25/01/20 11:30 am | VEC FC 2nds | | | Sandford-St Marys FC | James Keating | VEC (ETB) Grounds, Terenure | |
| | 25/01/20 2:30 pm | Swords Manor | | | Arthur Griffith Park FC 2nds | Tommy Doherty | Brackenstown Road, Swords | |
| | | | | | | | | |
| | | Swords Manor | | | Booterstown United | | Brackenstown Road, Swords | |
| | | VEC FC 2nds | | | Dunshaughlin Youths FC | | VEC (ETB) Grounds, Terenure | |
| | | Dunshaughlin Youths FC | | | Swords Manor | | Ind Estate /Business Park, Dunshaughlin | |
| | | Sandford-St Marys FC | | | Castle Celtic FC 2nds | | Tymon Park | |
| | | Arthur Griffith Park FC 2nds | | | Dynamo Ridgewood | | Esker Drive (Griffeen Valley Park) | |
| | | Frankfort FC | | | Booterstown United | | Donaghmede Park | |
| | | Castle Celtic FC 2nds | | | Arthur Griffith Park FC 2nds | | Stannaway Park | |
| | | Booterstown United | | | Arthur Griffith Park FC 2nds | | Rockfield Park, Blackrock | |
| | | Dunshaughlin Youths FC | | | Frankfort FC | | Ind Estate /Business Park, Dunshaughlin | |
| | | Arthur Griffith Park FC 2nds | | | VEC FC 2nds | | | |
| | | Sandford-St Marys FC | | | Swords Manor | | Tymon Park | |
| | | Frankfort FC | | | Drimnagh Celtic 2nds | | Donaghmede Park | |
| | | Dynamo Ridgewood | | | Dunshaughlin Youths FC | | Rathingle Road Pitch 1, Swords | |
| | | Sandford-St Marys FC | | | Frankfort FC | | Tymon Park | |
| | | Booterstown United | | | VEC FC 2nds | | Rockfield Park, Blackrock | |
| | | Sandford-St Marys FC | | | Arthur Griffith Park FC 2nds | | Tymon Park | |
| | | Frankfort FC | | | Dynamo Ridgewood | | Donaghmede Park | |
| | | Booterstown United | | | Sandford-St Marys FC | | Rockfield Park, Blackrock | |
| | | Dynamo Ridgewood | | | Swords Manor | | Rathingle Road Pitch 1, Swords | |
| | | Drimnagh Celtic 2nds | | | Dunshaughlin Youths FC | | Brickfield Park (Pitch 4) | |
| | | VEC FC 2nds | | | Castle Celtic FC 2nds | | | |
| | | Dunshaughlin Youths FC | | | Arthur Griffith Park FC 2nds | | Ind Estate /Business Park, Dunshaughlin | |
| | | Castle Celtic FC 2nds | | | Dynamo Ridgewood | | Stannaway Park | |
| | | Frankfort FC | | | VEC FC 2nds | | Donaghmede Park | |
| | | Sandford-St Marys FC | | | Dynamo Ridgewood | | Tymon Park | |
| | | Booterstown United | | | Swords Manor | | Rockfield Park, Blackrock | |
| | | Arthur Griffith Park FC 2nds | | | Frankfort FC | | Esker Drive (Griffeen Valley Park) | |
| | | Drimnagh Celtic 2nds | | | Castle Celtic FC 2nds | | Brickfield Park (Pitch 4) | |
| | | Dunshaughlin Youths FC | | | VEC FC 2nds | | Ind Estate /Business Park, Dunshaughlin | |
| | | Swords Manor | | | Dunshaughlin Youths FC | | Brackenstown Road, Swords | |
| | | Drimnagh Celtic 2nds | | | Swords Manor | | Brickfield Park (Pitch 4) | |
| | | Swords Manor | | | Frankfort FC | | Brackenstown Road, Swords | |
| | | Arthur Griffith Park FC 2nds | | | Booterstown United | Paul Lang | Esker Drive (Griffeen Valley Park) | |
| | | Dynamo Ridgewood | | | VEC FC 2nds | | Rathingle Road Pitch 1, Swords | |
| | | Dunshaughlin Youths FC | | | Sandford-St Marys FC | | Ind Estate /Business Park, Dunshaughlin | |
| | | Booterstown United | | | Castle Celtic FC 2nds | | Rockfield Park, Blackrock | |
| | | Arthur Griffith Park FC 2nds | | | Swords Manor | | Esker Drive (Griffeen Valley Park) | |
| | | Swords Manor | | | VEC FC 2nds | | Brackenstown Road, Swords | |
| | | Dunshaughlin Youths FC | | | Booterstown United | | Ind Estate /Business Park, Dunshaughlin | |
| | | Dynamo Ridgewood | | | Frankfort FC | Tommy Doherty | Rathingle Road Pitch 1, Swords | |
| | | Castle Celtic FC 2nds | | | Swords Manor | | Stannaway Park | |
| | | Dunshaughlin Youths FC | | | Drimnagh Celtic 2nds | | Ind Estate /Business Park, Dunshaughlin | |
| | | Castle Celtic FC 2nds | | | VEC FC 2nds | | Stannaway Park | |
| | | Swords Manor | | | Dynamo Ridgewood | | Brackenstown Road, Swords | |
| | | Drimnagh Celtic 2nds | | | Sandford-St Marys FC | | Brickfield Park (Pitch 4) | |
| Total : 92 |