| 2019-11-23 18:00:17November 23, 2019 | SOL Island Auto Conaree 
 KFC United Old Road Jets
| 2 - 1 | Premier League | 2019-2020 | Recap |
| 2019-11-23 20:00:21November 23, 2019 | RAMS Village Superstars 
 Trafalgar Southstars
| 4 - 1 | Premier League | 2019-2020 | Recap |
| 2019-11-24 15:00:04November 24, 2019 | SLH Horsfords St. Pauls United 
 ELCO Ltd Security Forces United
| 8 - 0 | Premier League | 2019-2020 | Recap |
| 2019-11-24 17:00:16November 24, 2019 | H.E. Garden Hotspurs 
Mantab
| 0 - 0 | Premier League | 2019-2020 | Recap |
| 2019-11-24 19:00:32November 24, 2019 | S-krave Newtown United 
 Fast Cash Saddlers United
| 0 - 3 | Premier League | 2019-2020 | Recap |
| 2019-11-26 19:00:38November 26, 2019 | FLOW 4G Cayon Rockets 
 St. Peters
| 1 - 0 | Premier League | 2019-2020 | Recap |
| 2019-11-30 18:00:48November 30, 2019 | Fast Cash Saddlers United
Mantab
| 2 - 0 | Premier League | 2019-2020 | Recap |
| 2019-11-30 20:00:26November 30, 2019 | S-krave Newtown United
SLH Horsfords St. Pauls United
| 1 - 1 | Premier League | 2019-2020 | Recap |
| 2019-12-01 15:00:28December 1, 2019 | ELCO Ltd Security Forces United
Trafalgar Southstars
| 2 - 1 | Premier League | 2019-2020 | Recap |
| 2019-12-01 17:00:21December 1, 2019 | FLOW 4G Cayon Rockets
KFC United Old Road Jets
| 5 - 1 | Premier League | 2019-2020 | Recap |
| 2019-12-01 19:00:37December 1, 2019 | RAMS Village Superstars
St. Peters
| 3 - 2 | Premier League | 2019-2020 | Recap |
| 2019-12-03 19:00:14December 3, 2019 | H.E. Garden Hotspurs
SOL Island Auto Conaree
| 1 - 2 | Premier League | 2019-2020 | Recap |
| 2019-12-07 18:00:17December 7, 2019 | RAMS Village Superstars
Mantab
| 7 - 0 | Premier League | 2019-2020 | Recap |
| 2019-12-07 20:00:14December 7, 2019 | SOL Island Auto Conaree
FLOW 4G Cayon Rockets
| 3 - 4 | Premier League | 2019-2020 | Recap |
| 2019-12-08 15:00:11December 8, 2019 | SLH Horsfords St. Pauls United
KFC United Old Road Jets
| 1 - 0 | Premier League | 2019-2020 | Recap |
| 2019-12-08 17:00:56December 8, 2019 | S-krave Newtown United
ELCO Ltd Security Forces United
| 4 - 2 | Premier League | 2019-2020 | Recap |
| 2019-12-08 19:00:33December 8, 2019 | H.E. Garden Hotspurs
St. Peters
| 2 - 2 | Premier League | 2019-2020 | Recap |
| 2019-12-10 19:00:19December 10, 2019 | Fast Cash Saddlers United
Trafalgar Southstars
| 3 - 1 | Premier League | 2019-2020 | Recap |
| 2019-12-14 18:00:37December 14, 2019 | Fast Cash Saddlers United
ELCO Ltd Security Forces United
| 7 - 4 | Premier League | 2019-2020 | Recap |
| 2019-12-14 20:00:15December 14, 2019 | RAMS Village Superstars
S-krave Newtown United
| 6 - 1 | Premier League | 2019-2020 | Recap |
| 2019-12-15 17:00:12December 15, 2019 | FLOW 4G Cayon Rockets
Mantab
| 6 - 0 | Premier League | 2019-2020 | Recap |
| 2019-12-15 19:00:43December 15, 2019 | SLH Horsfords St. Pauls United
SOL Island Auto Conaree
| 3 - 0 | Premier League | 2019-2020 | Recap |
| 2019-12-17 18:00:15December 17, 2019 | St. Peters
KFC United Old Road Jets
| 4 - 2 | Premier League | 2019-2020 | Recap |
| 2019-12-17 20:00:44December 17, 2019 | H.E. Garden Hotspurs
Trafalgar Southstars
| 4 - 0 | Premier League | 2019-2020 | Recap |
| 2020-01-18 18:00:24January 18, 2020 | SLH Horsfords St. Pauls United
Fast Cash Saddlers United
| 18:00:246:00 pm | Premier League | 2019-2020 | Recap |
| 2020-01-18 20:00:10January 18, 2020 | S-krave Newtown United
H.E. Garden Hotspurs
| 20:00:108:00 pm | Premier League | 2019-2020 | Recap |
| 2020-01-19 15:00:04January 19, 2020 | FLOW 4G Cayon Rockets
Trafalgar Southstars
| 15:00:043:00 pm | Premier League | 2019-2020 | Recap |
| 2020-01-19 17:00:23January 19, 2020 | Mantab
KFC United Old Road Jets
| 17:00:235:00 pm | Premier League | 2019-2020 | Recap |
| 2020-01-19 19:00:42January 19, 2020 | SOL Island Auto Conaree
St. Peters
| 19:00:427:00 pm | Premier League | 2019-2020 | Recap |
| 2020-01-21 19:00:57January 21, 2020 | RAMS Village Superstars
ELCO Ltd Security Forces United
| 19:00:577:00 pm | Premier League | 2019-2020 | Preview |
| 2020-01-25 18:00:29January 25, 2020 | KFC United Old Road Jets
Trafalgar Southstars
| 18:00:296:00 pm | Premier League | 2019-2020 | Preview |
| 2020-01-25 20:00:54January 25, 2020 | S-krave Newtown United
FLOW 4G Cayon Rockets
| 20:00:548:00 pm | Premier League | 2019-2020 | Preview |
| 2020-01-26 17:00:17January 26, 2020 | SOL Island Auto Conaree
Mantab
| 17:00:175:00 pm | Premier League | 2019-2020 | Preview |
| 2020-01-26 19:00:28January 26, 2020 | RAMS Village Superstars
Fast Cash Saddlers United
| 19:00:287:00 pm | Premier League | 2019-2020 | Preview |
| 2020-01-26 20:00:07January 26, 2020 | SLH Horsfords St. Pauls United
St. Peters
| 20:00:078:00 pm | Premier League | 2019-2020 | Preview |
| 2020-01-28 19:00:45January 28, 2020 | H.E. Garden Hotspurs
ELCO Ltd Security Forces United
| 19:00:457:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-01 18:00:55February 1, 2020 | H.E. Garden Hotspurs
ELCO Ltd Security Forces United
| 18:00:556:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-01 20:00:28February 1, 2020 | RAMS Village Superstars
SLH Horsfords St. Pauls United
| 20:00:288:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-02 15:00:14February 2, 2020 | St. Peters
Mantab
| 15:00:143:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-02 17:00:33February 2, 2020 | S-krave Newtown United
KFC United Old Road Jets
| 17:00:335:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-02 19:00:55February 2, 2020 | FLOW 4G Cayon Rockets
ELCO Ltd Security Forces United
| 19:00:557:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-04 19:00:30February 4, 2020 | SOL Island Auto Conaree
Trafalgar Southstars
| 19:00:307:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-08 18:00:38February 8, 2020 | KFC United Old Road Jets
ELCO Ltd Security Forces United
| 18:00:386:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-08 20:00:51February 8, 2020 | RAMS Village Superstars
H.E. Garden Hotspurs
| 20:00:518:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-09 15:00:18February 9, 2020 | FLOW 4G Cayon Rockets
Fast Cash Saddlers United
| 15:00:183:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-09 17:00:58February 9, 2020 | St. Peters
Trafalgar Southstars
| 17:00:585:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-09 19:00:22February 9, 2020 | SLH Horsfords St. Pauls United
Mantab
| 19:00:227:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-11 19:00:38February 11, 2020 | S-krave Newtown United
SOL Island Auto Conaree
| 19:00:387:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-15 18:00:56February 15, 2020 | Fast Cash Saddlers United
KFC Trinity/Challengers United
| 18:00:566:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-15 20:00:20February 15, 2020 | SLH Horsfords St. Pauls United
H.E. Garden Hotspurs
| 20:00:208:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-16 15:00:37February 16, 2020 | Mantab
Trafalgar Southstars
| 15:00:373:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-16 17:00:01February 16, 2020 | SOL Island Auto Conaree
ELCO Ltd Security Forces United
| 17:00:015:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-16 19:00:55February 16, 2020 | S-krave Newtown United
St. Peters
| 19:00:557:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-18 19:00:25February 18, 2020 | RAMS Village Superstars
FLOW 4G Cayon Rockets
| 19:00:257:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-22 16:00:40February 22, 2020 | SLH Horsfords St. Pauls United
Trafalgar Southstars
| 16:00:404:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-22 18:00:07February 22, 2020 | S-krave Newtown United
Mantab
| 18:00:076:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-22 20:00:33February 22, 2020 | H.E. Garden Hotspurs
FLOW 4G Cayon Rockets
| 20:00:338:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-23 15:00:47February 23, 2020 | RAMS Village Superstars
KFC United Old Road Jets
| 15:00:473:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-23 17:00:05February 23, 2020 | St. Peters
ELCO Ltd Security Forces United
| 17:00:055:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-23 19:00:23February 23, 2020 | SOL Island Auto Conaree
Fast Cash Saddlers United
| 19:00:237:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-29 18:00:45February 29, 2020 | H.E. Garden Hotspurs
KFC United Old Road Jets
| 18:00:456:00 pm | Premier League | 2019-2020 | Preview |
| 2020-02-29 20:00:04February 29, 2020 | RAMS Village Superstars
SOL Island Auto Conaree
| 20:00:048:00 pm | Premier League | 2019-2020 | Preview |
| 2020-03-01 01:00:15March 1, 2020 | Fast Cash Saddlers United
St. Peters
| 01:00:151:00 am | Premier League | 2019-2020 | Preview |
| 2020-03-01 15:00:52March 1, 2020 | S-krave Newtown United
Trafalgar Southstars
| 15:00:523:00 pm | Premier League | 2019-2020 | Preview |
| 2020-03-01 19:00:16March 1, 2020 | St. Peters
FLOW 4G Cayon Rockets
| 19:00:167:00 pm | Premier League | 2019-2020 | Preview |
| 2020-03-03 19:00:45March 3, 2020 | Mantab
ELCO Ltd Security Forces United
| 19:00:457:00 pm | Premier League | 2019-2020 | Preview |
