| wednesday january 18 - 06:25 |  FC Saint John #5 [34] | 0-1 | FC Saint Croix #20 [49] |
| wednesday january 18 - 08:36 | FC Charlotte Amalie #27 [35] | 3-1 | FC Cruz Bay #8 [44] |
| wednesday january 18 - 11:18 | FC Saint Croix #24 [50] | 1-1 | FC Cruz Bay #9 [24] |
| wednesday january 18 - 13:37 | FC Charlotte Amalie #31 [26] | 1-2 | FC Saint Croix #17 [38] |
| wednesday january 18 - 13:45 | FC Saint Thomas #3 [36] | 2-3 | FC Charlotte Amalie #24 [63] |
| wednesday january 18 - 14:16 | FC Saint Croix #21 [71] | 4-4 | FC Saint Croix #16 [39] |
| wednesday january 18 - 22:31 | FC Charlotte Amalie #28 [34] | 1-2 | FC Mandal #3 [60] |
