- 27 September 2026, Guyana vs Cayman Islands, 2-0, Lose
- 25 September 2026, Cayman Islands vs Dominica, 0-0, Draw
- 19 November 2024, Guadeloupe vs Cayman Islands, 1-0, Lose
- 15 November 2024, Cayman Islands vs Guadeloupe, 0-6, Lose
- 15 October 2024, Saint Kitts and Nevis vs Cayman Islands, 1-1, Draw
- 28 September 2026, Dominica vs Puerto Rico, 0-2, Win
- 24 September 2026, Puerto Rico vs Guyana, 0-1, Lose
- 19 November 2024, Haiti vs Puerto Rico, 3-0, Lose
- 16 November 2024, Puerto Rico vs Aruba, 5-1, Win
- 14 October 2024, Puerto Rico vs Sint Maarten, 2-1, Win
Form Guide
| Lose | 2-0 | Guyana vs Cayman Islands | |
| Draw | 0-0 | Cayman Islands vs Dominica | |
| Lose | 1-0 | Guadeloupe vs Cayman Islands | |
| Lose | 0-6 | Cayman Islands vs Guadeloupe | |
| Draw | 1-1 | Saint Kitts and Nevis vs Cayman Islands |
- PLAYED
- 5
- WINS
- 0
- GOALS
- 1:10
- GOALS / MATCH
- 0.2
- Cayman Islands has lost three matches in a row with a goal difference of 1:10, scoring 0.2 goals average
| Win | 0-2 | Dominica vs Puerto Rico | |
| Lose | 0-1 | Puerto Rico vs Guyana | |
| Lose | 3-0 | Haiti vs Puerto Rico | |
| Win | 5-1 | Puerto Rico vs Aruba | |
| Win | 2-1 | Puerto Rico vs Sint Maarten |
- PLAYED
- 5
- WINS
- 3
- GOALS
- 9:6
- GOALS / MATCH
- 1.8
- Puerto Rico has won three out of its last five matches with a goal difference of 9:6, scoring 1.8 goals average
Cayman Islands H2H Puerto Rico
| Away game | Cayman Islands | 1 | 5 | Puerto Rico | Home game | CONCACAF Nations League | |
| Home game | Cayman Islands | 0 | 3 | Puerto Rico | Away game | CONCACAF Nations League |
- PLAYED
- 2
- WINS
- 0
- GOALS
- 1:8
- GOALS / MATCH
- 0.50
- Cayman Islands lost twice in head-to-head matches
- Teams played two times head-to-head in the current season with the goals score 1:8; average goals per match – 0.50
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