| Data | Ora | Casa | Trasferta | Fase | Edizione | ||||
|---|---|---|---|---|---|---|---|---|---|
| 2020-03-11 | W Connection |  | 3-0 |  | Cunupia FC | C | |||
| 2020-03-06 | W Connection | | 2-0 |  | AC Port Of Spain | C | |||
| 2020-03-01 | W Connection | | 0-1 |  | Defence Force | C | |||
| 2020-02-20 | Police Marabella |  | 2-2 |  | Club Sando | C | |||
| 2020-02-09 | W Connection | | 2-1 |  | Point Fortin Civic | C |
