CONCACAF Gold Cup 2023, Qualifying tournament, Second round |
 | 20.06.2023 | | Martinique | – | Puerto Rico | | 2:0 (0:0) |
| Fort Lauderdale |
CONCACAF Gold Cup 2003, Qualifying tournament, Caribbean Zone, Preliminary Round, Group B |
| 21.07.2002 | | Puerto Rico | – | Guadeloupe | | 0:2 (0:1) |
| San Juan |
CONCACAF Gold Cup 2003, Qualifying tournament, Caribbean Zone, Preliminary Round, Group B |
| 07.07.2002 | | Guadeloupe | – | Puerto Rico | | 4:0 (0:0) |
| Baie-Mahault |
CONCACAF Championship 1989, Qualifying tournament, First Round |
| 29.05.1988 | | Puerto Rico | – | Jamaica | | 1:2 (0:1) |
| San Juan |
CONCACAF Championship 1989, Qualifying tournament, First Round |
| 12.05.1988 | | Jamaica | – | Puerto Rico | | 1:0 (1:0) |
| Kingston |
CONCACAF Championship 1985, Qualifying tournament, First Round |
| 05.08.1984 | | Puerto Rico | – | El Salvador | | 0:3 (0:2) |
| San Juan |
CONCACAF Championship 1985, Qualifying tournament, First Round |
| 29.07.1984 | | El Salvador | – | Puerto Rico | | 5:0 (4:0) |
| San Salvador |
CONCACAF Championship 1973, Qualifying tournament, Caribbean Zone, group 5 |
| 23.04.1972 | | Puerto Rico | – | Haiti | | 0:5 (0:2) |
| San Juan |
CONCACAF Championship 1973, Qualifying tournament, Caribbean Zone, group 5 |
| 15.04.1972 | | Haiti | – | Puerto Rico | | 7:0 (5:0) |
| Port-au-Prince |
