| Úterý leden 22 - 08:27 |  The Baby Red Dragon [91] | 5-0 | FC Saint Croix #13 [5] |
| Úterý leden 22 - 09:20 | FC Charlotte Amalie #34 [44] | 0-2 | Lollapa Losers [80] |
| Úterý leden 22 - 13:15 | FC Charlotte Amalie #25 [80] | 3-0 | FC Saint Croix [29] |
| Úterý leden 22 - 13:20 | FC Cruz Bay #5 [78] | 2-0 | FC Charlotte Amalie #18 [39] |
| Úterý leden 22 - 14:46 | FC Charlotte Amalie #20 [56] | 0-0 | FC Saint Croix #22 [35] |
| Úterý leden 22 - 20:24 | Cataclysm FC [62] | 2-0 | GFFC South [46] |
| Úterý leden 22 - 20:29 | FC Cruz Bay #9 [18] | 0-3 | FC Charlotte Amalie #11 [77] |
