CONCACAF Nations LeaguePuerto Rico1 - 0Cayman IslandsL
CONCACAF Nations LeagueCayman Islands0 - 3Puerto RicoL
CONCACAF Nations LeagueGuyana2 - 0Cayman IslandsL
CONCACAF Nations LeagueCayman Islands0 - 0DominicaD
International FriendliesGibraltar4 - 1Cayman IslandsL
International FriendliesCayman Islands1 - 0BahamasW
International FriendliesCayman Islands1 - 1British Virgin IslandsD
International FriendlyCayman Islands1 - 1British Virgin IslandsD
International FriendliesCayman Islands4 - 0AnguillaW
International FriendlyCayman Islands4 - 0AnguillaW
International FriendliesCayman Islands1 - 2British Virgin IslandsL
International FriendlyCayman Islands1 - 2British Virgin IslandsL
World Cup North, Central American and Caribbean QualificationCayman Islands0 - 1HondurasL
FIFA World Cup Qualifying - ConcacafBermuda5 - 0Cayman IslandsL
CONCACAF Nations LeagueGuadeloupe1 - 0Cayman IslandsL
CONCACAF Nations LeagueCayman Islands0 - 6GuadeloupeL
CONCACAF Nations LeagueSaint Kitts and Nevis1 - 1Cayman IslandsD
CONCACAF Nations LeagueCayman Islands1 - 0British Virgin IslandsW
CONCACAF Nations LeagueCayman Islands1 - 4Saint Kitts and NevisL
CONCACAF Nations LeagueBritish Virgin Islands0 - 1Cayman IslandsW