Primera ronda
23.07.2021 20:45 Wexford FC - Cabinteely FC 3:0
20:45 UC Dublin - Shelbourne FC 2:0
20:45 Athlone Town - Waterford FC 2:4 (0:1, 3:3, 4:4) pn.
20:45 St Patrick's Athletic - Bray Wanderers 6:0
21:00 St. Kevin's Boys - Kilnamanagh AFC 1:4
21:00 Shamrock Rovers - Galway United 2:0
21:00 Maynooth University Town - Malahide United 4:0
24.07.2021 16:00 Drogheda United - Derry City 2:4 (1:0, 1:1, 1:1) pn.
17:00 Fairview Rangers - Finn Harps 0:3 (0:0) pró.
20:30 Longford Town - Bangor GG FC 5:0 (1:0)
25.07.2021 12:00 Killester Donnycarney FC - Usher Celtic 1:0 (0:0)
15:00 Liffey Wanderers - Cobh Ramblers 0:2 pró.
15:00 Crumlin United - St. Mochta's 1:2
15:00 Treaty United - Dundalk FC 0:1 pró.
16:00 College Corinthians - Bohemian FC 0:5
18:00 Sligo Rovers - Cork City 2:3 (1:1)
Octavos de final
27.08.2021 20:45 Waterford FC - Kilnamanagh AFC 4:1
20:45 Dundalk FC - St. Mochta's 5:1
20:45 Cork City - St Patrick's Athletic 1:4 pn.
20:45 UC Dublin - Longford Town 2:1
21:00 Finn Harps - Derry City 1:0
28.08.2021 20:00 Maynooth University Town - Cobh Ramblers 3:2
29.08.2021 15:00 Killester Donnycarney FC - Wexford FC 0:2
17:00 Bohemian FC - Shamrock Rovers 2:1
Cuartos de final
17.09.2021 20:45 UC Dublin - Waterford FC 2:3 (1:1)
20:45 St Patrick's Athletic - Wexford FC 3:0 (1:0)
20:45 Bohemian FC - Maynooth University Town 4:0 (3:0)
21:00 Finn Harps - Dundalk FC 3:3 (1:2)
21.09.2021 20:45 Dundalk FC - Finn Harps 3:1 (1:1, 1:1) pró.
Semifinales
22.10.2021 20:45 St Patrick's Athletic - Dundalk FC 3:1 (1:1)
20:45 Bohemian FC - Waterford FC 1:0 (0:0)
Final
28.11.2021 17:00 Bohemian FC - St Patrick's Athletic 3:4 (0:0, 0:0, 1:1) pn.