| Date | Match | League | Result | OU 2.5 | Both to score |
|---|---|---|---|---|---|
| 10/5/26 | Puerto Rico vs Cayman Islands | Concacaf Nations League - League A | 1:0 | No | No |
| 10/2/26 | Cayman Islands vs Puerto Rico | Concacaf Nations League - League A | 0:3 | Yes | No |
| 3/27/23 | Puerto Rico vs Cayman Islands | Concacaf Nations League - League A | 5:1 | Yes | Yes |
| 6/10/22 | Cayman Islands vs Puerto Rico | Concacaf Nations League - League A | 0:3 | Yes | No |