| Κυριακή Ιανουάριος 16 - 01:35 |  FC Charlotte Amalie #18 [44] | 4-1 | FC Cruz Bay #5 [13] |
| Κυριακή Ιανουάριος 16 - 08:47 | FC Cruz Bay #9 [11] | 0-10 | The Baby Red Dragon [84] |
| Κυριακή Ιανουάριος 16 - 09:40 | FC Charlotte Amalie #34 [63] | 4-0 | GFFC South [60] |
| Κυριακή Ιανουάριος 16 - 13:20 | FC Charlotte Amalie #20 [77] | 2-4 | Cataclysm FC [95] |
| Κυριακή Ιανουάριος 16 - 16:40 | FC Saint Croix #3 [32] | 2-0 | FC Saint Croix #13 [3] |
| Κυριακή Ιανουάριος 16 - 17:33 | FC Saint Croix #2 [20] | 0-2 | FC Charlotte Amalie #13 [35] |
| Κυριακή Ιανουάριος 16 - 19:40 | Lollapa Losers [84] | 1-1 | FC Charlotte Amalie #11 [97] |
