| 2019-07-12 18:00:00July 12, 2019 | Guaya United F.C. vs Police F.C | 2 - 1 | Ascension Division 1 | 2019 | Guaya Recreation Grd. | Match Day 1 |
| 2019-07-13 17:00:00July 13, 2019 | Police F.C. vs Petit Valley/Diego Martin Utd | 2 - 1 | Ascension Division 2 | 2019 | Police Academy, St. James | Match Day 1 |
| 2019-07-21 16:00:00July 21, 2019 | San Fernando Giants vs Police F.C. | 4 - 0 | Ascension Division 2 | 2019 | Union Hall Football Grd. | Match Day 2 |
| 2019-07-21 16:00:00July 21, 2019 | San Juan Jabloteh vs Police F.C | 3 - 1 | Ascension Division 1 | 2019 | San Juan North Secondary School | Match Day 2 |
| 2019-07-27 17:00:00July 27, 2019 | Police F.C. vs Moruga F.C. | 1 - 0 | Ascension Division 2 | 2019 | Police Academy, St. James | Match Day 3 |
| 2019-08-03 16:00:00August 3, 2019 | Police F.C. vs Matura ReUnited F.C. | 6 - 0 | Ascension Division 1 | 2019 | Police Academy, St. James | Match Day 4 |
| 2019-08-03 18:00:00August 3, 2019 | Police F.C. vs UTT | 0 - 3 | Ascension Division 2 | 2019 | Police Academy, St. James | Match Day 4 |
| 2019-08-11 16:00:00August 11, 2019 | F.C. Santa Rosa vs Police F.C | 1 - 4 | Ascension Division 1 | 2019 | Larry Gomes Stadium | Match Day 5 |
| 2019-08-11 16:00:00August 11, 2019 | RSSR F.C. vs Police F.C. | 0 - 1 | Ascension Division 2 | 2019 | Dibe Rec. Ground, Long Circular | Match Day 5 |
| 2019-08-17 14:00:00August 17, 2019 | Police F.C. vs Erin F.C. | 2 - 0 | Ascension Division 2 | 2019 | Larry Gomes Stadium | Match Day 6 |
| 2019-08-17 16:00:00August 17, 2019 | Police F.C. vs Caledonia AIA | 0 - 1 | Ascension Division 1 | 2019 | Larry Gomes Stadium | Match Day 6 |
| 2019-08-24 14:00:00August 24, 2019 | Police F.C. vs Deportivo P.F. | 3 - 2 | Ascension Division 2 | 2019 | Larry Gomes Stadium | Match Day 7 |
| 2019-08-24 16:00:00August 24, 2019 | Police F.C. vs Defence Force F.C. | 1 - 3 | Ascension Division 1 | 2019 | Larry Gomes Stadium | Match Day 7 |
| 2019-09-01 16:00:00September 1, 2019 | Police F.C. vs QPCC | 1 - 1 | Ascension Division 1 | 2019 | HCS, Training Field | Match Day 11 |
| 2019-09-01 17:30:00September 1, 2019 | Harlem Strikers vs Police F.C. | 4 - 0 | Ascension Division 2 | 2019 | Frederick Settlement Grd. | Match Day 8 |
| 2019-09-08 16:00:00September 8, 2019 | Prison Service F.C. vs Police F.C | 1 - 1 | Ascension Division 1 | 2019 | YTC, Arouca | Match Day 9 |
| 2019-09-08 16:00:00September 8, 2019 | Marabella Family Crisis Centre vs Police F.C. | 1 - 3 | Ascension Division 2 | 2019 | Marabella Recreation Grd. | Match Day 9 |
| 2019-09-14 18:00:00September 14, 2019 | Terminix La Horquetta Rangers F.C. vs Police F.C | 0 - 2 | Ascension Division 1 | 2019 | Phase 2 La Horquetta Rec. Grd. | Match Day 3 |
| 2019-09-15 18:00:00September 15, 2019 | Bethel United vs Police F.C. | 2 - 1 | Ascension Division 2 | 2019 | Mt. Gomery Rec. Grd. | Match Day 10 |
| 2019-09-17 20:00:00September 17, 2019 | Police F.C. vs Club Sando F.C. | 1 - 2 | Ascension Division 1 | 2019 | HCS, Main Field | Match Day 10 |
| 2019-09-29 16:00:00September 29, 2019 | Police F.C. vs Club Sando Uprising Youths | 2 - 0 | Ascension Division 2 | 2019 | | Match Day 11 |
| 2019-09-29 19:15:00September 29, 2019 | Cunupia F.C. vs Police F.C | 1 - 2 | Ascension Division 1 | 2019 | Diego Martin Sport Complex | Match Day 8 |
