| CONCACAF U20 Championship | 2021/11/10 20:00 | US Virgin Islands U20 v Cayman Islands U20 | W | 2-5 |
| CONCACAF U20 Championship | 2021/11/08 23:00 | Nicaragua U20 v Cayman Islands U20 | L | 2-1 |
| CONCACAF U20 Championship | 2018/11/10 15:30 | Cayman Islands U20 v Curacao U20 | L | 2-4 |
| CONCACAF U20 Championship | 2018/11/08 22:30 | Guatemala U20 v Cayman Islands U20 | D | 2-2 |
| CONCACAF U20 Championship | 2018/11/06 15:30 | Guyana U20 v Cayman Islands U20 | W | 2-3 |
| CONCACAF U20 Championship | 2018/11/04 22:30 | Cayman Islands U20 v El Salvador U20 | L | 1-3 |
| CONCACAF U20 Championship | 2022/06/27 02:30 | Mexico U20 v Puerto Rico U20 | L | 6-0 |
| CONCACAF U20 Championship | 2021/11/10 23:00 | Puerto Rico U20 v Bermuda U20 | W | 6-0 |
| CONCACAF U20 Championship | 2018/11/09 20:00 | Puerto Rico U20 v St Vincent Grenadines U20 | W | 4-2 |
| CONCACAF U20 Championship | 2018/11/07 20:00 | Puerto Rico U20 v US Virgin Islands U20 | W | 8-0 |
| CONCACAF U20 Championship | 2018/11/05 20:00 | Suriname U20 v Puerto Rico U20 | W | 1-2 |
| CONCACAF U20 Championship | 2018/11/03 19:00 | Puerto Rico U20 v Trinidad & Tobago U20 | L | 1-5 |
| CONCACAF U20 Championship | 2018/11/01 21:00 | USA U20 v Puerto Rico U20 | L | 7-1 |