| 2023-09-15 19:00:03September 15, 2023 | SLH Horsfords St. Paul’s United 
 FLOW 4G Cayon Rockets
| 1 - 3 | Warner Park | Recap |
| 2023-09-14 21:00:10September 14, 2023 | RAMS Village Superstars 
 SOL Island Auto Conaree
| 3 - 2 | Warner Park | Recap |
| 2023-09-14 18:30:18September 14, 2023 | MFCR United Old Road Jets 
 Newtown United
| 1 - 0 | Warner Park | Recap |
| 2023-09-03 19:00:26September 3, 2023 | SLH Horsfords St. Paul’s United
RAMS Village Superstars
| 1 - 1 | Warner Park | Recap |
| 2023-09-02 19:00:41September 2, 2023 | MFCR United Old Road Jets
SOL Island Auto Conaree
| 3 - 3 | Warner Park | Recap |
| 2023-09-01 19:00:57September 1, 2023 | FLOW 4G Cayon Rockets
Newtown United
| 2 - 1 | Warner Park | Recap |
| 2023-08-28 21:00:58August 28, 2023 | SLH Horsfords St. Paul’s United
MFCR United Old Road Jets
| 4 - 0 | Technical Center | Recap |
| 2023-08-28 18:30:11August 28, 2023 | FLOW 4G Cayon Rockets
RAMS Village Superstars
| 0 - 2 | Technical Center | Recap |
| 2023-08-25 19:00:21August 25, 2023 | SOL Island Auto Conaree
Newtown United
| 2 - 0 | Technical Center | Recap |
| 2023-08-22 21:00:03August 22, 2023 | SLH Horsfords St. Paul’s United
SOL Island Auto Conaree
| 1 - 1 | Technical Center | Recap |
| 2023-08-22 18:30:15August 22, 2023 | RAMS Village Superstars
Newtown United
| 2 - 2 | Technical Center | Recap |
| 2023-08-21 19:00:05August 21, 2023 | FLOW 4G Cayon Rockets
MFCR United Old Road Jets
| 0 - 1 | Technical Center | Recap |
| 2023-08-19 19:00:11August 19, 2023 | SLH Horsfords St. Paul’s United
Newtown United
| 2 - 1 | Technical Center | Recap |
| 2023-08-18 21:00:51August 18, 2023 | FLOW 4G Cayon Rockets
SOL Island Auto Conaree
| 0 - 0 | Technical Center | Recap |
| 2023-08-18 18:30:40August 18, 2023 | RAMS Village Superstars
MFCR United Old Road Jets
| 1 - 1 | Technical Center | Recap |
| 2023-07-26 20:30:38July 26, 2023 | SOL Island Auto Conaree
SLH Horsfords St. Paul’s United
| 3 - 0 | Technical Center | Recap |
| 2023-07-26 18:30:15July 26, 2023 | Newtown United
RAMS Village Superstars
| 0 - 2 | Technical Center | Recap |
| 2023-07-25 19:00:20July 25, 2023 | Hotspring Bath United 
MFCR United Old Road Jets
| 1 - 0 | Nevis Athletics Stadium | Recap |
| 2023-07-23 18:00:39July 23, 2023 | RAMS Village Superstars
 H.E. Garden Hotspurs
| 5 - 0 | Technical Center | Recap |
| 2023-07-22 20:15:18July 22, 2023 | FLOW 4G Cayon Rockets
SOL Island Auto Conaree
| 0 - 0 | Cayon Playing Field | Recap |
