- 27 October 2026, Mount Pleasant FA vs Montego Bay United, 2-1, Lose
- 18 October 2026, Montego Bay United vs Arnett Gardens FC, 2-2, Draw
- 11 October 2026, Cavalier SC vs Montego Bay United, 1-3, Win
- 04 October 2026, Montego Bay United vs Dunbeholden FC, 1-0, Win
- 27 September 2026, Racing United FC vs Montego Bay United, 0-1, Win
- 25 October 2026, Portmore United FC vs Chapelton Maroons FC, 0-0, Draw
- 08 October 2026, Portmore United FC vs Waterhouse FC, 1-1, Draw
- 06 October 2026, Arnett Gardens FC vs Portmore United FC, 1-1, Draw
- 27 September 2026, Portmore United FC vs Humble Lions FC, 4-1, Win
- 25 May 2026, Cavalier SC vs Portmore United FC, 5-7, Win
Form Guide
| Lose | 2-1 | Mount Pleasant FA vs Montego Bay United | |
| Draw | 2-2 | Montego Bay United vs Arnett Gardens FC | |
| Win | 1-3 | Cavalier SC vs Montego Bay United | |
| Win | 1-0 | Montego Bay United vs Dunbeholden FC | |
| Win | 0-1 | Racing United FC vs Montego Bay United |
- PLAYED
- 5
- WINS
- 3
- GOALS
- 8:5
- GOALS / MATCH
- 1.6
- Montego Bay United has won three out of its last five matches with a goal difference of 8:5, scoring 1.6 goals average
| Draw | 0-0 | Portmore United FC vs Chapelton Maroons FC | |
| Draw | 1-1 | Portmore United FC vs Waterhouse FC | |
| Draw | 1-1 | Arnett Gardens FC vs Portmore United FC | |
| Win | 4-1 | Portmore United FC vs Humble Lions FC | |
| Win | 5-7 | Cavalier SC vs Portmore United FC |
- PLAYED
- 5
- WINS
- 2
- GOALS
- 13:8
- GOALS / MATCH
- 2.6
- Portmore United FC has two wins in its last five matches with a goal difference of 13:8, scoring 2.6 goals average
Montego Bay United H2H Portmore United FC
| Away game | Montego Bay United | 2 | 2 | Portmore United FC | Home game | National Premier League | |
| Home game | Montego Bay United | 0 | 0 | Portmore United FC | Away game | National Premier League | |
| Away game | Montego Bay United | 0 | 2 | Portmore United FC | Home game | National Premier League | |
| Home game | Montego Bay United | 0 | 0 | Portmore United FC | Away game | National Premier League | |
| Away game | Montego Bay United | 0 | 0 | Portmore United FC | Home game | National Premier League |
- PLAYED
- 5
- WINS
- 0
- GOALS
- 2:4
- GOALS / MATCH
- 0.40
- Montego Bay United lost once in head-to-head matches
- Teams played five times head-to-head in the current season with the goals score 2:4; average goals per match – 0.40
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