| Time | Status | Match | FT | H1 | Stats |
| 07/09/2023 22:00 |
(FT) | Anguilla[210] French Saint Martin |
0 6 |
0 5 |
MF | ME |
| 08/09/2023 01:00 |
(FT) | US Virgin Islands[208] Cayman Islands[198] |
2 2 |
2 1 |
MF | ME |
| 09/09/2023 21:30 |
(FT) | British Virgin Islands[206] Turks Caicos Islands[202] |
3 1 |
2 1 |
MF | ME |
| 11/09/2023 22:30 |
(FT) | Cayman Islands[193] Aruba[199] |
1 2 |
1 1 |
MF | ME |
| 12/09/2023 01:00 |
(FT) | French Saint Martin Bonaire |
2 1 |
0 0 |
MF | ME |
| 12/09/2023 22:00 |
(FT) | Turks Caicos Islands[202] Dominica[184] |
0 3 |
0 1 |
MF | ME |
| 12/10/2023 23:00 |
(FT) | Dominica[184] British Virgin Islands[206] |
1 1 |
0 1 |
MF | ME |
| 13/10/2023 01:00 |
(FT) | Bonaire Anguilla[207] |
2 0 |
2 0 |
MF | ME |
| 14/10/2023 21:00 |
(FT) | Aruba[199] US Virgin Islands[205] |
3 1 |
0 0 |
MF | ME |
| 16/10/2023 22:00 |
(FT) | French Saint Martin Anguilla[206] |
8 0 |
3 0 |
MF | ME |
| 16/10/2023 22:00 |
(FT) | Turks Caicos Islands[203] British Virgin Islands[205] |
2 2 |
1 1 |
MF | ME |
| 17/10/2023 22:30 |
(FT) | Cayman Islands[196] US Virgin Islands[204] |
2 1 |
1 0 |
MF | ME |
| 16/11/2023 20:00 |
(FT) | British Virgin Islands[204] Dominica[184] |
1 2 |
0 0 |
MF | ME |
| 17/11/2023 00:00 |
(FT) | US Virgin Islands[205] Aruba[192] |
1 4 |
0 2 |
MF | ME |
| 18/11/2023 20:00 |
(FT) | Anguilla[206] Bonaire |
0 3 |
0 2 |
MF | ME |
| 20/11/2023 20:00 |
(FT) | Aruba[192] Cayman Islands[194] |
5 1 |
2 0 |
MF | ME |
| 20/11/2023 20:00 |
(FT) | Dominica[184] Turks Caicos Islands[201] |
2 0 |
1 0 |
MF | ME |
| 22/11/2023 00:00 |
(FT) | Bonaire French Saint Martin |
0 4 |
0 3 |
MF | ME |