| Round of 16 | 07/11/2021 | Orange County SC | - | Colorado Springs Switchbacks | 1:0 |  |
|||
| Semi-finals | 21/11/2021 | Orange County SC | - | San Antonio FC | 5:3 pso | ||||
| Final | 29/11/2021 | Tampa Bay Rowdies | - | Orange County SC | 1:3 |
| Round of 16 | 07/11/2021 | Orange County SC | - | Colorado Springs Switchbacks | 1:0 | |
|||
| Semi-finals | 21/11/2021 | Orange County SC | - | San Antonio FC | 5:3 pso | ||||
| Final | 29/11/2021 | Tampa Bay Rowdies | - | Orange County SC | 1:3 |
| Robert Samuel Kiernan | |
| Born: | 13.01.1991 |
| Place of birth: |
Rickmansworth, 
England |
| Nationality: |
Ireland
|
| Height: | 186 cm |
| Weight: | 77 kg |
| Position(s): | Centre Back Defensive Midfielder |
| Foot: | right |