| 2021-04-22 20:30:51April 22, 2021 | Mantab 
 ELCO Ltd Security Forces United
| 20:30:518:30 pm | 2021 | | Recap |
| 2021-04-22 18:00:46April 22, 2021 | Molineaux 
 Conaree Fireballs International
| 18:00:466:00 pm | 2021 | Sandy Point Playing Field | Recap |
| 2021-04-20 20:30:23April 20, 2021 | KFC Trinity/Challengers United 
Newton Ground Ballers
| 20:30:238:30 pm | 2021 | Sandy Point Playing Field | Recap |
| 2021-04-20 18:00:19April 20, 2021 | Electrofab Sandy Point 
 Davis Construction Lodge Patriots
| 18:00:196:00 pm | 2021 | Sandy Point Playing Field | Recap |
| 2021-04-18 15:00:21April 18, 2021 | Hardtimes United
Mantab
| 1 - 3 | 2021 | | Recap |
| 2021-04-15 20:30:07April 15, 2021 | ELCO Ltd Security Forces United
KFC Trinity/Challengers United
| 9 - 0 | 2021 | | Recap |
| 2021-04-15 18:00:20April 15, 2021 | Davis Construction Lodge Patriots
Newton Ground Ballers
| 2 - 0 | 2021 | | Recap |
| 2021-04-13 20:30:10April 13, 2021 | Rivers of Living Water
Molineaux
| 8 - 2 | 2021 | | Recap |
| 2021-04-13 18:00:04April 13, 2021 | Conaree Fireballs International
Electrofab Sandy Point
| 0 - 2 | 2021 | | Recap |
| 2021-04-10 15:00:00April 10, 2021 | KFC Trinity/Challengers United
Hardtimes United
| 0 - 5 | 2021 | | Recap |
| 2021-04-08 20:30:45April 8, 2021 | Molineaux
Mantab
| 1 - 9 | 2021 | | Recap |
| 2021-04-08 18:00:08April 8, 2021 | Electrofab Sandy Point
Rivers of Living Water
| 5 - 2 | 2021 | | Recap |
| 2021-04-06 22:30:53April 6, 2021 | Newton Ground Ballers
ELCO Ltd Security Forces United
| 0 - 7 | 2021 | | Recap |
| 2021-04-06 18:00:51April 6, 2021 | Conaree Fireballs International
Davis Construction Lodge Patriots
| 1 - 0 | 2021 | | Recap |
| 2021-04-03 15:00:18April 3, 2021 | Newton Ground Ballers
Hardtimes United
| 0 - 3 | 2021 | | Recap |
| 2021-04-01 20:30:12April 1, 2021 | Mantab
Electrofab Sandy Point
| 1 - 3 | 2021 | | Recap |
| 2021-04-01 18:00:26April 1, 2021 | Molineaux
KFC Trinity/Challengers United
| 3 - 0 | 2021 | | Recap |
| 2021-03-30 20:30:43March 30, 2021 | Davis Construction Lodge Patriots
ELCO Ltd Security Forces United
| 0 - 4 | 2021 | | Recap |
| 2021-03-30 18:00:38March 30, 2021 | Rivers of Living Water
Conaree Fireballs International
| 1 - 0 | 2021 | | Recap |
| 2021-03-25 20:30:16March 25, 2021 | Electrofab Sandy Point
KFC Trinity/Challengers United
| 4 - 1 | 2021 | | Recap |
| 2021-03-25 18:00:19March 25, 2021 | Newton Ground Ballers
Molineaux
| 0 - 2 | 2021 | | Recap |
| 2021-03-23 20:30:14March 23, 2021 | Conaree Fireballs International
Mantab
| 0 - 2 | 2021 | | Recap |
| 2021-03-23 18:00:24March 23, 2021 | Rivers of Living Water
Davis Construction Lodge Patriots
| 1 - 1 | 2021 | | Recap |
| 2021-03-20 15:00:31March 20, 2021 | Hardtimes United
ELCO Ltd Security Forces United
| 1 - 5 | 2021 | | Recap |
| 2021-03-13 15:00:13March 13, 2021 | Hardtimes United
Davis Construction Lodge Patriots
| 3 - 0 | 2021 | | Recap |
| 2021-03-11 20:30:02March 11, 2021 | Electrofab Sandy Point
Newton Ground Ballers
| 9 - 0 | 2021 | | Recap |
| 2021-03-11 18:00:57March 11, 2021 | KFC Trinity/Challengers United
Conaree Fireballs International
| 4 - 8 | 2021 | | Recap |
| 2021-03-09 20:30:58March 9, 2021 | Molineaux
ELCO Ltd Security Forces United
| 0 - 9 | 2021 | | Recap |
| 2021-03-09 18:00:42March 9, 2021 | Mantab
Rivers of Living Water
| 5 - 0 | 2021 | | Recap |
| 2021-03-06 15:00:34March 6, 2021 | Molineaux
Hardtimes United
| 0 - 16 | 2021 | | Recap |
| 2021-03-04 20:30:16March 4, 2021 | ELCO Ltd Security Forces United
Electrofab Sandy Point
| 1 - 4 | 2021 | Warner ParkLozac Rd, Basseterre, Saint Kitts and Nevis | Recap |
| 2021-03-04 18:00:16March 4, 2021 | Mantab
Davis Construction Lodge Patriots
| 2 - 0 | 2021 | | Recap |
| 2021-03-02 20:30:53March 2, 2021 | Rivers of Living Water
KFC Trinity/Challengers United
| 6 - 2 | 2021 | | Recap |
| 2021-03-02 18:00:20March 2, 2021 | Conaree Fireballs International
Newton Ground Ballers
| 4 - 1 | 2021 | | Recap |
| 2021-02-27 15:00:27February 27, 2021 | Electrofab Sandy Point
Hardtimes United
| 1 - 1 | 2021 | | Recap |
| 2021-02-25 20:30:35February 25, 2021 | Newton Ground Ballers
Rivers of Living Water
| 1 - 0 | 2021 | | Recap |
| 2021-02-25 18:00:46February 25, 2021 | Conaree Fireballs International
ELCO Ltd Security Forces United
| 0 - 4 | 2021 | | Recap |
| 2021-02-23 20:30:15February 23, 2021 | KFC Trinity/Challengers United
Mantab
| 0 - 7 | 2021 | | Recap |
| 2021-02-23 18:00:50February 23, 2021 | Davis Construction Lodge Patriots
Molineaux
| 2 - 0 | 2021 | | Recap |
