CONCACAF Nations LeaguePuerto Rico1 - 0Cayman IslandsH
CONCACAF Nations LeagueCayman Islands0 - 3Puerto RicoH
CONCACAF Nations LeagueGuyana2 - 0Cayman IslandsH
CONCACAF Nations LeagueCayman Islands0 - 0DominicaB
International FriendliesGibraltar4 - 1Cayman IslandsH
International FriendliesCayman Islands1 - 0BahamasF
International FriendliesCayman Islands1 - 1British Virgin IslandsB
International FriendlyCayman Islands1 - 1British Virgin IslandsB
International FriendliesCayman Islands4 - 0AnguillaF
International FriendlyCayman Islands4 - 0AnguillaF
International FriendliesCayman Islands1 - 2British Virgin IslandsH
International FriendlyCayman Islands1 - 2British Virgin IslandsH
World Cup North, Central American and Caribbean QualificationCayman Islands0 - 1HondurasH
FIFA World Cup Qualifying - ConcacafBermuda5 - 0Cayman IslandsH
CONCACAF Nations LeagueGuadeloupe1 - 0Cayman IslandsH
CONCACAF Nations LeagueCayman Islands0 - 6GuadeloupeH
CONCACAF Nations LeagueSaint Kitts and Nevis1 - 1Cayman IslandsB
CONCACAF Nations LeagueCayman Islands1 - 0British Virgin IslandsF
CONCACAF Nations LeagueCayman Islands1 - 4Saint Kitts and NevisH
CONCACAF Nations LeagueBritish Virgin Islands0 - 1Cayman IslandsF