| friday january 17 - 01:31 |  GFFC South [41] | 0-1 | FC Charlotte Amalie #20 [78] |
| friday january 17 - 09:51 | FC Charlotte Amalie #34 [42] | 0-5 | The Baby Red Dragon [76] |
| friday january 17 - 16:31 | FC Cruz Bay #5 [48] | 0-1 | Lollapa Losers [87] |
| friday january 17 - 17:21 | FC Saint Croix #2 [31] | 0-2 | FC Charlotte Amalie #13 [62] |
| friday january 17 - 17:25 | FC Charlotte Amalie #14 [1] | 2-1 | FC Saint Croix #22 [5] |
| friday january 17 - 19:49 | FC Charlotte Amalie #11 [86] | 4-0 | FC Cruz Bay #9 [23] |
| friday january 17 - 20:28 | Cataclysm FC [43] | 1-2 | FC Charlotte Amalie #18 [40] |
