| tuesday january 19 - 01:45 |  FC Saint Croix #2 [22] | 0-6 | Lollapa Losers [102] |
| tuesday january 19 - 08:45 | FC Cruz Bay #9 [25] | 3-1 | FC Cruz Bay #5 [25] |
| tuesday january 19 - 09:46 | FC Charlotte Amalie #34 [53] | 1-0 | FC Charlotte Amalie #18 [52] |
| tuesday january 19 - 16:44 | FC Saint Croix #4 [5] | 0-5 | FC Charlotte Amalie #20 [87] |
| tuesday january 19 - 17:17 | FC Saint Croix #18 [10] | 0-7 | GFFC South [58] |
| tuesday january 19 - 20:28 | FC Charlotte Amalie #13 [61] | 1-5 | FC Charlotte Amalie #11 [106] |
| tuesday january 19 - 20:37 | Cataclysm FC [61] | 0-4 | The Baby Red Dragon [91] |
