- 25 May 2026, Cavalier SC vs Portmore United FC, 5-7, Win
- 20 May 2026, Mount Pleasant FA vs Portmore United FC, 2-4, Win
- 18 May 2026, Portmore United FC vs Mount Pleasant FA, 0-1, Lose
- 14 May 2026, Portmore United FC vs Racing United FC, 2-0, Win
- 10 May 2026, Racing United FC vs Portmore United FC, 3-3, Draw
- 25 May 2026, Cavalier SC vs Portmore United FC, 5-7, Lose
- 21 May 2026, Montego Bay United vs Cavalier SC, 0-2, Win
- 17 May 2026, Cavalier SC vs Montego Bay United, 0-1, Lose
- 13 May 2026, Waterhouse FC vs Cavalier SC, 0-2, Win
- 11 May 2026, Cavalier SC vs Waterhouse FC, 2-2, Draw
Portmore United FC secured a narrow 1-0 victory over Cavalier SC, courtesy of a decisive goal in the second half. The scoring came after 67 minutes when Portmore's persistent pressure culminated in a crucial goal. Both teams displayed resilient defenses, but it was Portmore’s slight edge in converting their opportunities that broke the deadlock.
The match was evenly contested in terms of corner kicks, with each team earning seven. However, Portmore demonstrated more efficiency and discipline at crucial moments, as evidenced by their ability to capitalize on their chance to score. The home side's ability to exploit set-piece scenarios was pivotal, although this was balanced by their four yellow cards, indicating some aggressive play that could have led to more severe consequences.
Cavalier’s offensive efforts were characterized by a disciplined approach, resulting in zero offsides. Despite this, their inability to register any significant shots on target hindered their chances of leveling the score. The away side was slightly more disciplined in their defensive actions, with only one yellow card, but this caution may have also contributed to a lack of urgency in breaking down Portmore's defense.
Overall, the game hinged on Portmore United's ability to stay organized and execute their strategy effectively, particularly in their defensive and midfield areas. The home team's slight numerical superiority in fouls committed may have disrupted Cavalier’s flow, ultimately allowing Portmore to control critical phases of the game. This control and a single moment of precision in front of goal proved the difference on the scoreline.
Form Guide
| Win | 5-7 | Cavalier SC vs Portmore United FC | |
| Win | 2-4 | Mount Pleasant FA vs Portmore United FC | |
| Lose | 0-1 | Portmore United FC vs Mount Pleasant FA | |
| Win | 2-0 | Portmore United FC vs Racing United FC | |
| Draw | 3-3 | Racing United FC vs Portmore United FC |
- PLAYED
- 5
- WINS
- 3
- GOALS
- 16:11
- GOALS / MATCH
- 3.2
- Portmore United FC has won three out of its last five matches with a goal difference of 16:11, scoring 3.2 goals average
| Lose | 5-7 | Cavalier SC vs Portmore United FC | |
| Win | 0-2 | Montego Bay United vs Cavalier SC | |
| Lose | 0-1 | Cavalier SC vs Montego Bay United | |
| Win | 0-2 | Waterhouse FC vs Cavalier SC | |
| Draw | 2-2 | Cavalier SC vs Waterhouse FC |
- PLAYED
- 5
- WINS
- 2
- GOALS
- 11:10
- GOALS / MATCH
- 2.2
- Cavalier SC has two wins in its last five matches with a goal difference of 11:10, scoring 2.2 goals average
Portmore United FC H2H Cavalier SC
| Away game | Portmore United FC | 7 | 5 | Cavalier SC | Home game | National Premier League | |
| Home game | Portmore United FC | 0 | 0 | Cavalier SC | Away game | National Premier League | |
| Home game | Portmore United FC | 1 | 0 | Cavalier SC | Away game | National Premier League | |
| Away game | Portmore United FC | 4 | 2 | Cavalier SC | Home game | National Premier League | |
| Away game | Portmore United FC | 0 | 1 | Cavalier SC | Home game | National Premier League |
- PLAYED
- 5
- WINS
- 3
- GOALS
- 12:8
- GOALS / MATCH
- 2.40
- In the last five matches that these two sides meet, Portmore United FC overtook Cavalier SC three times
- Portmore United FC won three times, lost once and had one draw
- Teams played five times head-to-head in the current season with the goals score 12:8; average goals per match – 2.40
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