| monday january 29 - 01:24 |  FC Charlotte Amalie #18 [0] | 5-3 | FC Saint Thomas [1] |
| monday january 29 - 08:27 | The Baby Red Dragon [6] | 0-0 | Lollapa Losers [6] |
| monday january 29 - 09:32 | SLB América [3] | 10-0 | FC Charlotte Amalie #14 [3] |
| monday january 29 - 13:30 | Huskies In The Sun [6] | 7-0 | FC Saint John #4 [3] |
| monday january 29 - 16:43 | FC Saint Croix #3 [0] | 1-0 | FC Charlotte Amalie #13 [1] |
| monday january 29 - 17:41 | FC Saint Croix [0] | 4-3 | FC Cruz Bay #9 [0] |
| monday january 29 - 20:23 | Cataclysm FC [6] | 8-0 | FC Charlotte Amalie #11 [6] |
