Head-to-head
Aggregate
Played5
Draws00.0%
Goals Anguilla3
Goals Puerto Rico21
Anguilla winsdrawsPuerto Rico wins
All meetings
| Date | Home | Score | Away | R | Tournament |
|---|---|---|---|---|---|
| 11 Jun 2024 | Puerto Rico | 8–0 | Anguilla | H |
|
| 19 Nov 2019 | Puerto Rico | 3–0 | Anguilla | H |
|
| 15 Oct 2019 | Anguilla | 2–3 | Puerto Rico | A |
|
| 26 Mar 2016 | Anguilla | 0–4 | Puerto Rico | A | ITL · CFU Caribbean Cup qualification |
| 02 Oct 2010 | Puerto Rico | 3–1 | Anguilla | H | ITL · CFU Caribbean Cup qualification |