| 2019-07-12 18:00:00July 12, 2019 | Guaya United F.C. vs Police F.C | 2 - 1 | 2019 | Guaya Recreation Grd. | Match Day 1 |
| 2019-08-11 18:00:00August 11, 2019 | Guaya United F.C. vs Cunupia F.C. | 1 - 2 | 2019 | Guaya Recreation Grd. | Match Day 5 |
| 2019-08-17 18:00:00August 17, 2019 | Guaya United F.C. vs Club Sando F.C. | 0 - 1 | 2019 | Guaya Recreation Grd. | Match Day 6 |
| 2019-08-27 18:00:00August 27, 2019 | Terminix La Horquetta Rangers F.C. vs Guaya United F.C. | 7 - 0 | 2019 | Phase 2 La Horquetta Rec. Grd. | Match Day 10 |
| 2019-09-01 18:00:00September 1, 2019 | Guaya United F.C. vs Caledonia AIA | 1 - 2 | 2019 | Guaya Recreation Grd. | Match Day 11 |
| 2019-09-07 17:00:00September 7, 2019 | Guaya United F.C. vs QPCC | 0 - 3 | 2019 | Guaya Recreation Grd. | Match Day 9 |
| 2019-09-14 16:00:00September 14, 2019 | San Juan Jabloteh vs Guaya United F.C. | 3 - 1 | 2019 | San Juan North Secondary School | Match Day 8 |
