World Cup 2026, Qualifying tournament, CONCACAF, Second Round, Group F |
 | 10.06.2025 |  | Puerto Rico | – | Saint Vincent and Grenadines |  | |
| |
World Cup 2026, Qualifying tournament, CONCACAF, Second Round, Group F |
| 06.06.2025 |  | Suriname | – | Puerto Rico | | |
| |
World Cup 2026, Qualifying tournament, CONCACAF, Second Round, Group F |
| 11.06.2024 | | Puerto Rico | – | Anguilla |  | |
| |
World Cup 2026, Qualifying tournament, CONCACAF, Second Round, Group F |
| 06.06.2024 |  | El Salvador | – | Puerto Rico | | |
| |
World Cup 2022, Qualifying tournament, CONCACAF, Group F |
| 08.06.2021 |  | Guyana | – | Puerto Rico | | 0:2 (0:2) |
| Saint Kitts and Nevis, Bassterre |
World Cup 2022, Qualifying tournament, CONCACAF, Group F |
| 02.06.2021 | | Puerto Rico | – | Bahamas |  | 7:0 (4:0) |
| Mayagüez |
World Cup 2022, Qualifying tournament, CONCACAF, Group F |
| 28.03.2021 | | Puerto Rico | – | Trinidad and Tobago |  | 1:1 (0:0) |
| Mayagüez |
World Cup 2022, Qualifying tournament, CONCACAF, Group F |
| 24.03.2021 |  | Saint Kitts and Nevis | – | Puerto Rico | | 1:0 (1:0) * |
| Dominican Republic, San Cristóbal |
World Cup 2018, Qualifying tournament, CONCACAF, Second round |
| 16.06.2015 |  | Grenada | – | Puerto Rico | | 2:0 (1:0) |
| Saint George's |
World Cup 2018, Qualifying tournament, CONCACAF, Second round |
| 12.06.2015 | | Puerto Rico | – | Grenada | | 1:0 (1:0) |
| Bayamón |
World Cup 2014, Qualifying tournament, CONCACAF, Second round, group D |
| 14.11.2011 | | Puerto Rico | – | Saint Lucia |  | 3:0 (1:0) |
| Bayamón |
World Cup 2014, Qualifying tournament, CONCACAF, Second round, group D |
| 11.11.2011 | | Saint Lucia | – | Puerto Rico | | 0:4 (0:2) |
| Gros Islet |
World Cup 2014, Qualifying tournament, CONCACAF, Second round, group D |
| 11.10.2011 |  | Canada | – | Puerto Rico | | 0:0 |
| Toronto |
World Cup 2014, Qualifying tournament, CONCACAF, Second round, group D |
| 07.10.2011 | | Puerto Rico | – | Saint Kitts and Nevis | | 1:1 (1:0) |
| Bayamón |
World Cup 2014, Qualifying tournament, CONCACAF, Second round, group D |
| 06.09.2011 | | Puerto Rico | – | Canada | | 0:3 (0:1) |
| Bayamón |
World Cup 2014, Qualifying tournament, CONCACAF, Second round, group D |
| 02.09.2011 | | Saint Kitts and Nevis | – | Puerto Rico | | 0:0 |
| Bassterre |
World Cup 2010, Qualifying tournament, CONCACAF, Second round |
| 14.06.2008 | | Puerto Rico | – | Honduras |  | 2:2 (2:1) |
| Bayamón |
World Cup 2010, Qualifying tournament, CONCACAF, Second round |
| 04.06.2008 | | Honduras | – | Puerto Rico | | 4:0 (1:0) |
| San Pedro Sula |
World Cup 2010, Qualifying tournament, CONCACAF, First Round |
| 26.03.2008 | | Puerto Rico | – | Dominican Republic |  | 1:0 aet
(0:0, 0:0) |
| Bayamón |
World Cup 2002, Qualifying tournament, CONCACAF, Caribbean Zone, Round 1, Group 1 |
| 18.03.2000 | | Puerto Rico | – | Aruba |  | 2:2 (2:2) |
| San Juan |
World Cup 2002, Qualifying tournament, CONCACAF, Caribbean Zone, Round 1, Group 1 |
| 11.03.2000 | | Aruba | – | Puerto Rico | | 4:2 (0:2) |
| Oranjestad |
World Cup 1998, Qualifying tournament, CONCACAF, Caribbean Zone, Second Round |
| 12.05.1996 | | Saint Vincent and Grenadines | – | Puerto Rico | | 7:0 (5:0) |
| Kingstown |
World Cup 1998, Qualifying tournament, CONCACAF, Caribbean Zone, Second Round |
| 04.05.1996 | | Puerto Rico | – | Saint Vincent and Grenadines | | 1:2 (0:1) |
| Bayamón |
World Cup 1994, Qualifying tournament, CONCACAF, Second preliminary round |
| 30.05.1992 | | Puerto Rico | – | Jamaica |  | 0:1 (0:1) |
| San Juan |
World Cup 1994, Qualifying tournament, CONCACAF, Second preliminary round |
| 23.05.1992 | | Jamaica | – | Puerto Rico | | 2:1 (0:1) |
| Kingston |
World Cup 1994, Qualifying tournament, CONCACAF, First Preliminary Round |
| 29.03.1992 | | Puerto Rico | – | Dominican Republic | | 1:1 (1:1) |
| San Juan |
World Cup 1994, Qualifying tournament, CONCACAF, First Preliminary Round |
| 21.03.1992 | | Dominican Republic | – | Puerto Rico | | 1:2 (0:1) |
| Santo Domingo de Guzmán |
