Head to Head
| Liga národov CONCACAF | 2019/10/16 00:00 | Anguilla v Portoriko | W | 2-3 |
Home History
| Liga národov CONCACAF | 2019/11/17 01:00 | Guatemala v Portoriko | L | 5-0 |
| Liga národov CONCACAF | 2019/10/16 00:00 | Anguilla v Portoriko | W | 2-3 |
| Liga národov CONCACAF | 2019/09/11 01:00 | Portoriko v Guatemala | L | 0-5 |
| Liga národov CONCACAF | 2019/09/11 01:00 | Portoriko v Guatemala | L | 0-5 |
| Medzištátny zápas | 2019/09/06 01:00 | Honduras v Portoriko | L | 4-0 |
| CONCACAF Nations League Qualifying | 2019/03/24 20:00 | Portoriko v Grenada | L | 0-2 |
| CONCACAF Nations League Qualifying | 2018/11/17 02:00 | Belize v Portoriko | L | 1-0 |
| CONCACAF Nations League Qualifying | 2018/09/10 00:00 | St. Kitts and Nevis v Portoriko | L | 1-0 |
Away History
| Liga národov CONCACAF | 2019/10/16 00:00 | Anguilla v Portoriko | L | 2-3 |
| Liga národov CONCACAF | 2019/10/13 00:00 | Anguilla v Guatemala | L | 0-5 |
| Liga národov CONCACAF | 2019/09/06 02:00 | Guatemala v Anguilla | L | 10-0 |
| CONCACAF Nations League Qualifying | 2019/03/22 22:00 | Anguilla v US Virgin Islands | L | 0-3 |
| CONCACAF Nations League Qualifying | 2018/11/18 23:00 | Bahamy v Anguilla | D | 1-1 |
| CONCACAF Nations League Qualifying | 2018/10/14 23:00 | Nikaragua v Anguilla | L | 6-0 |
| Severná a Stredná Amerika - MS - kvalifikácia | 2015/03/29 21:00 | Anguilla v Nikaragua | L | 0-3 |
| Severná a Stredná Amerika - MS - kvalifikácia | 2015/03/24 00:00 | Nikaragua v Anguilla | L | 5-0 |
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