Head-to-head
Aggregate
Played5
Draws240.0%
Goals Puerto Rico5
Goals Trinidad and Tobago23
Puerto Rico winsdrawsTrinidad and Tobago wins
All meetings
| Date | Home | Score | Away | R | Tournament |
|---|---|---|---|---|---|
| 28 Mar 2021 | Puerto Rico | 1–1 | Trinidad and Tobago | D |
|
| 26 Jan 2008 | Puerto Rico | 2–2 | Trinidad and Tobago | D | ITL · Friendly |
| 24 Nov 2004 | Trinidad and Tobago | 5–0 | Puerto Rico | H | ITL · CFU Caribbean Cup qualification |
| 11 May 1949 | Puerto Rico | 0–7 | Trinidad and Tobago | A | ITL · Friendly |
| 09 May 1949 | Puerto Rico | 2–8 | Trinidad and Tobago | A | ITL · Friendly |