| 1. Round | 14/02/2020 | Dundalk FC | - | Derry City | 1:0 | ||||
| 2. Round | 21/02/2020 | Derry City | - | Finn Harps | 1:1 |  |
|||
| 4. Round | 28/02/2020 | Derry City | - | Bohemian FC | 2:0 | ||||
| 5. Round | 06/03/2020 | Waterford FC | - | Derry City | 2:1 |
| 1. Round | 14/02/2020 | Dundalk FC | - | Derry City | 1:0 | ||||
| 2. Round | 21/02/2020 | Derry City | - | Finn Harps | 1:1 | |
|||
| 4. Round | 28/02/2020 | Derry City | - | Bohemian FC | 2:0 | ||||
| 5. Round | 06/03/2020 | Waterford FC | - | Derry City | 2:1 |
| Jamie-Dean Cantona McDonagh | |
| Born: | 08.05.1996 |
| Place of birth: |
Lisburn, 
Northern Ireland |
| Nationality: |
Northern Ireland
|
| Height: | 178 cm |
| Position(s): | Right Back Right Winger |
| Foot: | right |