| No | Date | Team A | Team B | Time | Venue |
|---|---|---|---|---|---|
| Match Day 1 — 7 March 2026 | |||||
| 4 | 7 Mar | Los Perfectos FC | Frazsiers Whip FC | 3:30 PM | Brooks Park |
| 5 | 7 Mar | Springers United SC | Mile Gully FC | 3:30 PM | Irwin High |
| 6 | 7 Mar | Real Mobay AFC | Federal United FC | 3:30 PM | Jarrett Park |
| Match Day 2 — 14 March 2026 | |||||
| 10 | 14 Mar | Mile Gully FC | Los Perfectos FC | 3:30 PM | Mile Gully Community Center |
| 11 | 14 Mar | Federal United FC | Frazsiers Whip FC | 3:30 PM | Spanish Town Prison Oval |
| 12 | 14 Mar | Real Mobay AFC | Springers United SC | 3:30 PM | Jarrett Park |
| Match Day 3 — 21 March 2026 | |||||
| 16 | 21 Mar | Los Perfectos FC | Federal United FC | 3:30 PM | Brooks Park |
| 17 | 21 Mar | Mile Gully FC | Real Mobay AFC | 3:30 PM | Mile Gully Community Center |
| 18 | 21 Mar | Frazsiers Whip FC | Springers United SC | 3:30 PM | Excelsior High |
| Match Day 4 — 28 March 2026 | |||||
| 22 | 28 Mar | Real Mobay AFC | Los Perfectos FC | 3:30 PM | Jarrett Park |
| 23 | 28 Mar | Springers United SC | Federal United FC | 3:30 PM | Irwin High |
| 24 | 28 Mar | Frazsiers Whip FC | Mile Gully FC | 3:30 PM | Excelsior High |
| Match Day 5 — 4 April 2026 | |||||
| 28 | 4 Apr | Los Perfectos FC | Springers United SC | 3:30 PM | Brooks Park |
| 29 | 4 Apr | Real Mobay AFC | Frazsiers Whip FC | 3:30 PM | Jarrett Park |
| 30 | 4 Apr | Federal United FC | Mile Gully FC | 3:30 PM | Spanish Town Prison Oval |
