| Time | Status | Match | FT | H1 | Stats | |
| 25/07/2021 17:00 |
(FT) | Sligo Rovers Cork City |
2 3 |
1 1 |
MF | ME | |
| 25/07/2021 15:00 |
(FT) | College Corinthians Bohemians |
0 5 |
0 2 |
MF | ME | |
| 25/07/2021 14:00 |
(FT) | Crumlin United Mochtas |
1 2 |
0 2 |
MF | ME | |
| 25/07/2021 14:00 |
(FT) | Liffeys Pearse Cobh Ramblers |
0 0 |
0 0 |
MF | ME | |
| 90 phút [0-0], 120 phút [0-2], Cobh Ramblers thắng | ||||||
| 25/07/2021 14:00 |
(FT) | Treaty United Dundalk |
0 0 |
0 0 |
MF | ME | |
| 90 phút [0-0], 120 phút [0-1], Dundalk thắng | ||||||
| 24/07/2021 15:00 |
(FT) | Drogheda United Derry City |
1 1 |
1 0 |
MF | ME | |
| 90 phút [1-1], 120 phút [1-1], Penalty [2-4], Derry City thắng | ||||||
| 23/07/2021 20:00 |
(FT) | Maynooth University Malahide United |
4 0 |
3 0 |
MF | ME | |
| 23/07/2021 20:00 |
(FT) | Shamrock Rovers Galway United |
2 0 |
2 0 |
MF | ME | |
| 23/07/2021 19:45 |
(FT) | St Patrick's Bray Wanderers |
6 0 |
2 0 |
MF | ME | |
| 23/07/2021 19:45 |
(FT) | UC Dublin UCD Shelbourne |
2 0 |
0 0 |
MF | ME | |
| 23/07/2021 19:45 |
(FT) | Wexford Youths Cabinteely |
3 0 |
3 0 |
MF | ME | |
| 23/07/2021 19:45 |
(FT) | Athlone Waterford United |
3 3 |
0 1 |
MF | ME | |
| 90 phút [3-3], 120 phút [4-4], Penalty [2-4], Waterford United thắng | ||||||