| Date | Competition | Outcome | Home team | Score/Time | Visiting Team | ||
|---|---|---|---|---|---|---|---|
| 10/27/1990 | Olympi… | L |
Puerto Rico U23 | 0 - 3 | Jamaica U23 | More info | |
| 11/11/1990 | Olympi… | L |
Jamaica U23 | 2 - 0 | Puerto Rico U23 | More info | |
| 09/05/2003 | Olympi… | El Salvador U23 | CANC | Puerto Rico U23 | More info | ||
| 09/08/2007 | Olympi… | W |
Puerto Rico U23 | 4 - 1 | Cayman Isla… | More info | |
| 09/10/2007 | Olympi… | L |
Cuba U23 | 8 - 0 | Puerto Rico U23 | More info | |
| 09/12/2007 | Olympi… | W |
Bermuda U23 | 0 - 2 | Puerto Rico U23 | More info |