Head to Head
| Liga Narodów CONCACAF | 2019/10/16 00:00 | Anguilla v Portoryko | W | 2-3 |
Home History
| Liga Narodów CONCACAF | 2019/11/17 01:00 | Gwatemala v Portoryko | L | 5-0 |
| Liga Narodów CONCACAF | 2019/10/16 00:00 | Anguilla v Portoryko | W | 2-3 |
| Liga Narodów CONCACAF | 2019/09/11 01:00 | Portoryko v Gwatemala | L | 0-5 |
| Liga Narodów CONCACAF | 2019/09/11 01:00 | Portoryko v Gwatemala | L | 0-5 |
| Mecz międzynarodowy | 2019/09/06 01:00 | Honduras v Portoryko | L | 4-0 |
| CONCACAF Nations League Qualifying | 2019/03/24 20:00 | Portoryko v Grenada | L | 0-2 |
| CONCACAF Nations League Qualifying | 2018/11/17 02:00 | Belize v Portoryko | L | 1-0 |
| CONCACAF Nations League Qualifying | 2018/09/10 00:00 | St. Kitts and Nevis v Portoryko | L | 1-0 |
Away History
| Liga Narodów CONCACAF | 2019/10/16 00:00 | Anguilla v Portoryko | L | 2-3 |
| Liga Narodów CONCACAF | 2019/10/13 00:00 | Anguilla v Gwatemala | L | 0-5 |
| Liga Narodów CONCACAF | 2019/09/06 02:00 | Gwatemala v Anguilla | L | 10-0 |
| CONCACAF Nations League Qualifying | 2019/03/22 22:00 | Anguilla v Wyspy Dziewicze US | L | 0-3 |
| CONCACAF Nations League Qualifying | 2018/11/18 23:00 | Bahama v Anguilla | D | 1-1 |
| CONCACAF Nations League Qualifying | 2018/10/14 23:00 | Nikaragua v Anguilla | L | 6-0 |
| Ameryka Płn. i Płd. - Mistrzostwa Świata - Kwalifikacje | 2015/03/29 21:00 | Anguilla v Nikaragua | L | 0-3 |
| Ameryka Płn. i Płd. - Mistrzostwa Świata - Kwalifikacje | 2015/03/24 00:00 | Nikaragua v Anguilla | L | 5-0 |