| 1. Round | 23/07/2021 | Athlone Town | - | Waterford FC | 2:4 pso |  |
|||
| Round of 16 | 27/08/2021 | Waterford FC | - | Kilnamanagh AFC | 4:1 | ||||
| Quarter-finals | 17/09/2021 | UC Dublin | - | Waterford FC | 2:3 |  |
|||
| Semi-finals | 22/10/2021 | Bohemian FC | - | Waterford FC | 1:0 |
| 1. Round | 23/07/2021 | Athlone Town | - | Waterford FC | 2:4 pso | |
|||
| Round of 16 | 27/08/2021 | Waterford FC | - | Kilnamanagh AFC | 4:1 | ||||
| Quarter-finals | 17/09/2021 | UC Dublin | - | Waterford FC | 2:3 | |
|||
| Semi-finals | 22/10/2021 | Bohemian FC | - | Waterford FC | 1:0 |
| Gregory Halford | |
| Born: | 08.12.1984 |
| Place of birth: |
Chelmsford, 
England |
| Nationality: |
England
|
| Height: | 193 cm |
| Weight: | 81 kg |
| Position(s): | Centre Back Defensive Midfielder |
| Foot: | right |
