20:00Bermuda
 vs 
Cayman Islands
CONCACAF Nations League Play-In
Nov 19
FT
Guadeloupe
Cayman Islands
1
0
l
Nov 15
FT
Cayman Islands
Guadeloupe
0
6
l
CONCACAF Nations League League C: Group 3
Oct 15
FT
St. Kitts and Nevis
Cayman Islands
1
1
d
Oct 12
FT
Cayman Islands
British Virgin Islands
1
0
w
Sep 7
FT
Cayman Islands
St. Kitts and Nevis
1
4
l
Sep 4
FT
British Virgin Islands
Cayman Islands
0
1
w
World Cup Qualification CONCACAF Qualification: 2nd Round: Group A
Jun 11
AW
Cuba
Cayman Islands
3
0
l
Jun 8
FT
Cayman Islands
Antigua and Barbuda
1
0
w
International Friendlies Friendlies 2024
Mar 26
FT
Cayman Islands
Moldova
0
4
l
CONCACAF Nations League League C: Group 2
2023
FT
Aruba
Cayman Islands
5
1
l
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