Gold Cup Quali.   M. W D L goals
  Away 1 0 0 1 0 : 2
  1 0 0 1 0 : 2
CONCACAF Nations League C   M. W D L goals
  at home 1 0 0 1 0 : 3
  Away 1 0 0 1 1 : 5
  2 0 0 2 1 : 8
overall   M. W D L goals
  at home 1 0 0 1 0 : 3
  Away 2 0 0 2 1 : 7
  Neutral Place 0 0 0 0 0 : 0
  3 0 0 3 1 : 10
Gold Cup Quali.
2011 Caribbean Group A Puerto Rico - Cayman Islands 2:0 (1:0)
CONCACAF Nations League C
2022/2023 Group D Puerto Rico - Cayman Islands 5:1 (2:0)
2022/2023 Group D Cayman Islands - Puerto Rico 0:3 (0:3)

For games that were decided on penalties the score after 120 minutes will be included in the ranking