| 2021-02-19 18:00:52February 19, 2021 | SOL Island Auto Conaree 
 Trafalgar Southstars
| 3 - 1 | Premier League | 2021 | N/A | Recap |
| 2021-02-19 20:30:25February 19, 2021 | KFC United Old Road Jets 
 Fast Cash Saddlers United
| 0 - 4 | Premier League | 2021 | N/A | Recap |
| 2021-02-20 17:00:44February 20, 2021 | SLH Horsfords St. Pauls United 
 T.G.E Dieppe Bay Eagles
| 2 - 0 | Premier League | 2021 | N/A | Recap |
| 2021-02-20 19:30:43February 20, 2021 | RAMS Village Superstars 
 FLOW 4G Cayon Rockets
| 0 - 0 | Premier League | 2021 | N/A | Recap |
| 2021-02-21 16:00:59February 21, 2021 | S-krave Newtown United 
 Bath United
| 1 - 0 | Premier League | 2021 | N/A | Recap |
| 2021-02-21 18:30:39February 21, 2021 | St. Peters 
 H.E. Garden Hotspurs
| 1 - 2 | Premier League | 2021 | N/A | Recap |
| 2021-02-24 18:00:32February 24, 2021 | Fast Cash Saddlers United
T.G.E Dieppe Bay Eagles
| 18:00:326:00 pm | Premier League | 2021 | N/A | Recap |
| 2021-02-24 20:30:11February 24, 2021 | SOL Island Auto Conaree
St. Peters
| 20:30:118:30 pm | Premier League | 2021 | N/A | Recap |
| 2021-02-26 18:00:21February 26, 2021 | SLH Horsfords St. Pauls United
Trafalgar Southstars
| 4 - 1 | Premier League | 2021 | N/A | Recap |
| 2021-02-26 20:30:12February 26, 2021 | KFC United Old Road Jets
H.E. Garden Hotspurs
| 3 - 1 | Premier League | 2021 | N/A | Recap |
| 2021-02-27 17:00:31February 27, 2021 | RAMS Village Superstars
T.G.E Dieppe Bay Eagles
| 3 - 1 | Premier League | 2021 | N/A | Recap |
| 2021-02-27 19:30:02February 27, 2021 | S-krave Newtown United
Fast Cash Saddlers United
| 1 - 1 | Premier League | 2021 | N/A | Recap |
| 2021-02-28 16:00:00February 28, 2021 | SOL Island Auto Conaree
Bath United
| 0 - 0 | Premier League | 2021 | N/A | Recap |
| 2021-02-28 18:30:48February 28, 2021 | FLOW 4G Cayon Rockets
St. Peters
| 0 - 1 | Premier League | 2021 | N/A | Recap |
| 2021-03-05 18:00:47March 5, 2021 | Fast Cash Saddlers United
Bath United
| 18:00:476:00 pm | Premier League | 2021 | N/A | Preview |
| 2021-03-05 20:30:26March 5, 2021 | SLH Horsfords St. Pauls United
SOL Island Auto Conaree
| 20:30:268:30 pm | Premier League | 2021 | N/A | Preview |
| 2021-03-06 17:00:21March 6, 2021 | RAMS Village Superstars
Trafalgar Southstars
| 17:00:215:00 pm | Premier League | 2021 | N/A | Preview |
| 2021-03-06 19:30:46March 6, 2021 | S-krave Newtown United
H.E. Garden Hotspurs
| 19:30:467:30 pm | Premier League | 2021 | N/A | Preview |
| 2021-03-07 16:00:57March 7, 2021 | St. Peters
T.G.E Dieppe Bay Eagles
| 16:00:574:00 pm | Premier League | 2021 | N/A | Preview |
| 2021-03-07 18:30:01March 7, 2021 | FLOW 4G Cayon Rockets
KFC United Old Road Jets
| 18:30:016:30 pm | Premier League | 2021 | N/A | Preview |
| 2021-03-10 18:00:18March 10, 2021 | RAMS Village Superstars
KFC United Old Road Jets
| 18:00:186:00 pm | Premier League | 2021 | N/A | Preview |
| 2021-03-10 20:30:58March 10, 2021 | FLOW 4G Cayon Rockets
H.E. Garden Hotspurs
| 20:30:588:30 pm | Premier League | 2021 | N/A | Preview |
| 2021-03-12 18:00:22March 12, 2021 | — | 18:00:226:00 pm | Premier League | 2021 | N/A | Preview |
| 2021-03-12 20:30:32March 12, 2021 | SOL Island Auto Conaree
Fast Cash Saddlers United
| 20:30:328:30 pm | Premier League | 2021 | N/A | Preview |
| 2021-03-13 17:00:58March 13, 2021 | H.E. Garden Hotspurs
Bath United
| 17:00:585:00 pm | Premier League | 2021 | N/A | Preview |
| 2021-03-13 19:30:40March 13, 2021 | SLH Horsfords St. Pauls United
RAMS Village Superstars
| 19:30:407:30 pm | Premier League | 2021 | N/A | Preview |
| 2021-03-14 16:00:55March 14, 2021 | KFC United Old Road Jets
T.G.E Dieppe Bay Eagles
| 16:00:554:00 pm | Premier League | 2021 | N/A | Preview |
| 2021-03-31 20:30:31March 31, 2021 | SLH Horsfords St. Pauls United
S-krave Newtown United
| 20:30:318:30 pm | Premier League | 2021 | N/A | Preview |
| 2021-04-02 18:00:47April 2, 2021 | Fast Cash Saddlers United
H.E. Garden Hotspurs
| 18:00:476:00 pm | Premier League | 2021 | N/A | Preview |
| 2021-04-02 20:30:59April 2, 2021 | RAMS Village Superstars
SOL Island Auto Conaree
| 20:30:598:30 pm | Premier League | 2021 | N/A | Preview |
| 2021-04-03 17:00:39April 3, 2021 | FLOW 4G Cayon Rockets
Bath United
| 17:00:395:00 pm | Premier League | 2021 | N/A | Preview |
| 2021-04-03 19:30:57April 3, 2021 | SLH Horsfords St. Pauls United
St. Peters
| 19:30:577:30 pm | Premier League | 2021 | N/A | Preview |
| 2021-04-04 16:00:47April 4, 2021 | S-krave Newtown United
T.G.E Dieppe Bay Eagles
| 16:00:474:00 pm | Premier League | 2021 | N/A | Preview |
| 2021-04-04 18:30:34April 4, 2021 | KFC United Old Road Jets
Trafalgar Southstars
| 18:30:346:30 pm | Premier League | 2021 | N/A | Preview |
| 2021-04-09 18:00:52April 9, 2021 | FLOW 4G Cayon Rockets
Fast Cash Saddlers United
| 18:00:526:00 pm | Premier League | 2021 | N/A | Preview |
| 2021-04-09 20:30:01April 9, 2021 | S-krave Newtown United
Trafalgar Southstars
| 20:30:018:30 pm | Premier League | 2021 | N/A | Preview |
| 2021-04-10 17:00:26April 10, 2021 | SLH Horsfords St. Pauls United
KFC United Old Road Jets
| 17:00:265:00 pm | Premier League | 2021 | N/A | Preview |
| 2021-04-10 19:30:55April 10, 2021 | SOL Island Auto Conaree
H.E. Garden Hotspurs
| 19:30:557:30 pm | Premier League | 2021 | N/A | Preview |
| 2021-04-11 16:00:47April 11, 2021 | Bath United
T.G.E Dieppe Bay Eagles
| 16:00:474:00 pm | Premier League | 2021 | N/A | Preview |
| 2021-04-11 18:30:00April 11, 2021 | RAMS Village Superstars
St. Peters
| 18:30:006:30 pm | Premier League | 2021 | N/A | Preview |
| 2021-04-14 18:00:07April 14, 2021 | SLH Horsfords St. Pauls United
Bath United
| 18:00:076:00 pm | Premier League | 2021 | N/A | Preview |
| 2021-04-14 20:30:23April 14, 2021 | SOL Island Auto Conaree
FLOW 4G Cayon Rockets
| 20:30:238:30 pm | Premier League | 2021 | N/A | Preview |
| 2021-04-16 18:00:52April 16, 2021 | H.E. Garden Hotspurs
Trafalgar Southstars
| 18:00:526:00 pm | Premier League | 2021 | N/A | Preview |
| 2021-04-16 20:30:26April 16, 2021 | St. Peters
S-krave Newtown United
| 20:30:268:30 pm | Premier League | 2021 | N/A | Preview |
