| الثلاثاء ماي 7 - 09:15 |  Go Ahead Eagles FC [47] | 2-0 | The Baby Red Dragon [88] |
| الثلاثاء ماي 7 - 13:20 | FC Charlotte Amalie #25 [75] | 2-1 | Lollapa Losers [106] |
| الثلاثاء ماي 7 - 13:49 | FC Cruz Bay #5 [81] | 0-1 | FC Charlotte Amalie #13 [47] |
| الثلاثاء ماي 7 - 14:42 | Huskies In The Sun [57] | 0-1 | FC Charlotte Amalie #18 [37] |
| الثلاثاء ماي 7 - 17:44 | FC Saint Croix #2 [19] | 3-0 | FC Charlotte Amalie #23 [32] |
| الثلاثاء ماي 7 - 19:35 | FC Charlotte Amalie #11 [93] | 1-2 | Cataclysm FC [37] |
| الثلاثاء ماي 7 - 20:15 | FC Cruz Bay #9 [13] | 1-3 | FC Saint Croix #22 [23] |
