| GP | W | D | L | G | L | GD | PTS | Standing | ||
|---|---|---|---|---|---|---|---|---|---|---|
| Tivoli Gardens FC | 13 | 5 | 3 | 5 | 13 | 18 | -5 | 18 | 6 | |
| Portmore United | 14 | 7 | 4 | 3 | 18 | 11 | 7 | 25 | 3 |
| Date | League | Home | Results | Away | HT | HDP | W/L |
|---|---|---|---|---|---|---|---|
| 2026-01-06 04:00 | JAM D1 | Tivoli Gardens FC | 2:2 | Portmore United | 1:1 | -0.25 | Win |
| 2025-09-01 06:30 | JAM D1 | Portmore United | 0:0 | Tivoli Gardens FC | 0:0 | 0.5 | Win |
| 2025-03-10 04:30 | JAM D1 | Portmore United | 1:1 | Tivoli Gardens FC | 0:0 | 0.5 | Win |
| 2025-01-07 06:00 | JAM D1 | Tivoli Gardens FC | 1:1 | Portmore United | 0:1 | 0.25 | Lose |
| 2024-10-01 08:30 | JAM D1 | Portmore United | 2:1 | Tivoli Gardens FC | 1:1 | -0.25 | Lose |
| 2024-02-26 05:00 | JAM D1 | Tivoli Gardens FC | 0:0 | Portmore United | 0:0 | 0 | Draw |
| 2023-11-27 04:00 | JAM D1 | Portmore United | 0:0 | Tivoli Gardens FC | 0:0 | ||
| 2023-04-10 05:00 | JAM D1 | Portmore United | 2:1 | Tivoli Gardens FC | 2:0 | 0.75 | Lose |
| 2023-01-09 04:00 | JAM D1 | Tivoli Gardens FC | 0:0 | Portmore United | 0:0 | -0.25 | Win |
| 2022-04-05 06:00 | JAM D1 | Portmore United | 1:1 | Tivoli Gardens FC | 1:1 | 0.25 | Win |
| 2022-01-18 04:15 | JAM D1 | Tivoli Gardens FC | 1:1 | Portmore United | 1:0 | 0.25 | Lose |
| 2021-07-20 04:30 | JAM D1 | Tivoli Gardens FC | 1:3 | Portmore United | 0:2 | ||
| 2020-03-02 | JAM D1 | Portmore United | 0:1 | Tivoli Gardens FC | 0:1 | 0.5 | Win |
| Date | League | Home | Results | Away | HT | HDP | W/L |
|---|---|---|---|---|---|---|---|
| 2026-02-02 04:00 | JAM D1 | Harbour View FC | 0:0 | Tivoli Gardens FC | 0:0 | ||
| 2026-01-26 06:30 | JAM D1 | Cavalier FC | 0:0 | Tivoli Gardens FC | 0:0 | ||
| 2026-01-23 04:00 | JAM D1 | Tivoli Gardens FC | 0:0 | Racing United | 0:0 | ||
| 2026-01-20 06:00 | JAM D1 | Molynes United | 3:2 | Tivoli Gardens FC | 1:1 | -0.25 | Lose |
| 2026-01-16 04:00 | JAM D1 | Tivoli Gardens FC | 0:1 | Montego Bay Utd | 0:0 | -0.5 | Win |
| 2026-01-13 04:00 | JAM D1 | Spanish Town Police | 0:1 | Tivoli Gardens FC | 0:0 | ||
| 2025-12-30 04:00 | JAM D1 | Tivoli Gardens FC | 2:0 | Chapelton | 1:0 | 0.5 | Lose |
| 2025-12-22 04:00 | JAM D1 | Dunbeholden FC | 1:0 | Tivoli Gardens FC | 0:0 | ||
| 2025-11-10 04:30 | JAM D1 | Tivoli Gardens FC | 0:0 | Treasure Beach | 0:0 | ||
| 2025-12-12 04:20 | JAM D1 | Mount Pleasant FA | 5:0 | Tivoli Gardens FC | 2:0 | 1.25 | Lose |
| 2025-12-09 08:30 | JAM D1 | Tivoli Gardens FC | 2:1 | Waterhouse FC | 1:0 | 0 | Lose |
| 2025-10-21 08:30 | JAM D1 | Arnett Gardens | 1:2 | Tivoli Gardens FC | 0:1 | 0.5 | Win |
| 2025-10-13 04:00 | JAM D1 | Tivoli Gardens FC | 2:1 | Harbour View FC | 1:1 | 0.25 | Lose |
| 2025-10-06 04:00 | JAM D1 | Tivoli Gardens FC | 0:2 | Cavalier FC | 0:0 | -0.25 | Win |
| 2025-09-29 04:00 | JAM D1 | Racing United | 0:0 | Tivoli Gardens FC | 0:0 | 0.25 | Win |
| 2025-09-22 04:00 | JAM D1 | Tivoli Gardens FC | 1:1 | Molynes United | 0:0 | 0.5 | Win |
| 2025-09-15 08:00 | JAM D1 | Montego Bay Utd | 3:1 | Tivoli Gardens FC | 3:0 | 0.5 | Lose |
| 2025-09-09 06:00 | JAM D1 | Tivoli Gardens FC | 2:1 | Spanish Town Police | 2:0 | 0.75 | Lose |
| 2025-05-13 10:00 | JAM D1 | Montego Bay Utd | 1:1 | Tivoli Gardens FC | 0:0 | 0.5 | Win |
| 2025-05-09 07:00 | JAM D1 | Tivoli Gardens FC | 0:0 | Montego Bay Utd | 0:0 | 0 | Draw |
| 2025-05-05 04:30 | JAM D1 | Tivoli Gardens FC | 2:1 | Montego Bay Utd | 2:1 | -0.25 | Lose |
| 2025-04-28 04:30 | JAM D1 | Chapelton | 2:2 | Tivoli Gardens FC | 0:1 | -0.75 | Lose |
| 2025-04-21 04:30 | JAM D1 | Tivoli Gardens FC | 2:1 | Harbour View FC | 1:1 | 0.75 | Lose |
| 2025-04-14 04:30 | JAM D1 | Vere United | 1:2 | Tivoli Gardens FC | 1:1 | -1 | Draw |
| 2025-04-08 08:45 | JAM D1 | Arnett Gardens | 0:0 | Tivoli Gardens FC | 0:0 | 1 | Win |
| 2025-04-04 04:30 | JAM D1 | Tivoli Gardens FC | 1:1 | Cavalier FC | 1:0 | 0 | Draw |
| 2025-04-10 05:00 | JAM D1 | Mount Pleasant FA | 0:0 | Tivoli Gardens FC | 0:0 | ||
| 2025-03-24 04:30 | JAM D1 | Tivoli Gardens FC | 1:0 | Racing United | 0:0 | 0.5 | Lose |
| 2025-03-20 04:20 | JAM D1 | Dunbeholden FC | 2:4 | Tivoli Gardens FC | 1:1 | ||
| 2025-03-17 04:30 | JAM D1 | Tivoli Gardens FC | 3:2 | Waterhouse FC | 1:1 | 0.25 | Lose |
| Date | League | Home | Results | Away | HT | HDP | W/L |
|---|---|---|---|---|---|---|---|
| 2026-02-02 04:00 | JAM D1 | Portmore United | 0:0 | Cavalier FC | 0:0 | ||
| 2026-01-27 08:30 | JAM D1 | Racing United | 0:0 | Portmore United | 0:0 | ||
| 2026-01-23 04:00 | JAM D1 | Portmore United | 0:0 | Molynes United | 0:0 | ||
| 2026-01-19 04:00 | JAM D1 | Montego Bay Utd | 0:0 | Portmore United | 0:0 | 0.25 | Win |
| 2026-01-16 04:00 | JAM D1 | Portmore United | 4:0 | Spanish Town Police | 0:0 | ||
| 2026-01-12 04:00 | JAM D1 | Portmore United | 0:0 | Chapelton | 0:0 | 0.75 | Win |
| 2025-12-29 04:00 | JAM D1 | Portmore United | 0:0 | Dunbeholden FC | 0:0 | ||
| 2025-12-22 04:00 | JAM D1 | Treasure Beach | 2:0 | Portmore United | 0:0 | -1 | Lose |
| 2025-12-15 04:00 | JAM D1 | Portmore United | 0:2 | Mount Pleasant FA | 0:2 | -0.5 | Win |
| 2025-12-12 08:30 | JAM D1 | Waterhouse FC | 1:2 | Portmore United | 1:2 | 0 | Win |
| 2025-12-08 04:00 | JAM D1 | Portmore United | 1:0 | Arnett Gardens | 1:0 | 0.5 | Lose |
| 2025-10-21 06:00 | JAM D1 | Portmore United | 4:1 | Harbour View FC | 1:1 | 0.75 | Lose |
| 2025-10-13 06:30 | JAM D1 | Cavalier FC | 2:4 | Portmore United | 2:3 | 0.25 | Win |
| 2025-10-06 04:00 | JAM D1 | Portmore United | 0:0 | Racing United | 0:0 | 0.25 | Win |
| 2025-09-30 06:00 | JAM D1 | Molynes United | 0:0 | Portmore United | 0:0 | -0.75 | Lose |
| 2025-09-22 06:30 | JAM D1 | Portmore United | 2:0 | Montego Bay Utd | 1:0 | 0 | Lose |
| 2025-09-15 04:30 | JAM D1 | spanish town police | 0:0 | Portmore United | 0:0 | ||
| 2025-09-08 04:30 | JAM D1 | Chapelton | 0:0 | Portmore United | 0:0 | ||
| 2025-08-26 06:10 | JAM D1 | Dunbeholden FC | 0:2 | Portmore United | 0:0 | ||
| 2025-05-13 07:00 | JAM D1 | Cavalier FC | 0:0 | Portmore United | 0:0 | 0.25 | Win |
| 2025-05-10 09:00 | JAM D1 | Portmore United | 1:1 | Cavalier FC | 1:1 | 0.25 | Win |
| 2025-05-05 04:30 | JAM D1 | Portmore United | 2:0 | Racing United | 2:0 | 0.75 | Lose |
| 2025-04-21 04:30 | JAM D1 | Portmore United | 0:2 | Waterhouse FC | 0:2 | 0.5 | Win |
| 2025-04-14 04:30 | JAM D1 | Portmore United | 2:1 | Arnett Gardens | 1:0 | -0.25 | Lose |
| 2025-04-07 04:30 | JAM D1 | Humble Lions | 0:1 | Portmore United | 0:1 | -0.5 | Win |
| 2025-04-03 04:30 | JAM D1 | Portmore United | 1:0 | Molynes United | 1:0 | 1.5 | Win |
| 2025-03-31 07:00 | JAM D1 | Montego Bay Utd | 0:0 | Portmore United | 0:0 | 0 | Draw |
| 2025-03-24 04:30 | JAM D1 | Portmore United | 0:1 | Chapelton | 0:1 | 1.25 | Win |
| 2025-03-20 04:30 | JAM D1 | Harbour View FC | 0:2 | Portmore United | 0:1 | -0.5 | Win |
| 2025-03-17 04:30 | JAM D1 | Portmore United | 1:0 | Vere United | 1:0 | 1.25 | Win |
