- 12 October 2025, Mount Pleasant FA vs Chapelton Maroons FC, 3-1, Lose
- 05 October 2025, Chapelton Maroons FC vs Montego Bay United, 1-2, Lose
- 30 September 2025, Waterhouse FC vs Chapelton Maroons FC, 3-0, Lose
- 22 September 2025, Chapelton Maroons FC vs Spanish Town Police, 0-0, Draw
- 14 September 2025, Arnett Gardens FC vs Chapelton Maroons FC, 1-0, Lose
- 20 October 2025, Portmore United FC vs Harbour View, 4-1, Win
- 12 October 2025, Cavalier SC vs Portmore United FC, 2-4, Win
- 05 October 2025, Portmore United FC vs Racing United FC, 0-0, Draw
- 29 September 2025, Molynes United FC vs Portmore United FC, 0-0, Draw
- 21 September 2025, Portmore United FC vs Montego Bay United, 2-0, Win
On January 22, 2025, Chapelton Maroons FC faced off against Portmore United FC in a National Premier League match that ended in a 1-1 draw. Chapelton Maroons demonstrated offensive efficiency with their goal scored in the first half, capitalizing on one of their limited shots on target. Their 5 shots on target suggested a focused strategy to strike decisively, as their limited firepower kept the pressure on Portmore United's goalkeeper, who made crucial saves throughout the match.
Portmore United, on the other hand, maintained a more persistent attacking approach, recording 8 shots on target and an equal number of shots off target. Their relentless attack was eventually rewarded with an equalizing goal in the second half. However, their lack of finishing quality in the final third was evident, as they were unable to convert more opportunities into goals despite their superior number of attempts and corners won, which totaled 7 over the course of the match.
In terms of discipline, both teams refrained from any bookings, displaying commendable sportsmanship and maintaining focus on their strategic play rather than aggressive physicality. Both teams executed several substitutions, demonstrating tactical flexibility to adapt and counter the evolving dynamics on the pitch. Although there were no offsides recorded for either side, Chapelton Maroons appeared more cohesive in their passing and movement, indicating better teamwork and spatial awareness that prevented them from being caught out by the offside trap.
Ultimately, while both teams exhibited commendable discipline and strategic shifts through substitutions, it was Chapelton Maroons' concise attacking and Portmore United's unyielding attempts that defined the competitive nature of the match. The result highlighted the home side’s efficiency in front of goal, contrasted with the away side’s prolific, yet less effective, forward momentum.
Form Guide
| Lose | 3-1 | Mount Pleasant FA vs Chapelton Maroons FC | |
| Lose | 1-2 | Chapelton Maroons FC vs Montego Bay United | |
| Lose | 3-0 | Waterhouse FC vs Chapelton Maroons FC | |
| Draw | 0-0 | Chapelton Maroons FC vs Spanish Town Police | |
| Lose | 1-0 | Arnett Gardens FC vs Chapelton Maroons FC |
- PLAYED
- 5
- WINS
- 0
- GOALS
- 2:9
- GOALS / MATCH
- 0.4
- Chapelton Maroons FC has lost four matches in a row with a goal difference of 2:9, scoring 0.4 goals average
| Win | 4-1 | Portmore United FC vs Harbour View | |
| Win | 2-4 | Cavalier SC vs Portmore United FC | |
| Draw | 0-0 | Portmore United FC vs Racing United FC | |
| Draw | 0-0 | Molynes United FC vs Portmore United FC | |
| Win | 2-0 | Portmore United FC vs Montego Bay United |
- PLAYED
- 5
- WINS
- 3
- GOALS
- 10:3
- GOALS / MATCH
- 2
- Portmore United FC has won three out of its last five matches with a goal difference of 10:3, scoring 2 goals average
Chapelton Maroons FC H2H Portmore United FC
| Home game | Chapelton Maroons FC | 3 | 2 | Portmore United FC | Away game | National Premier League | |
| Away game | Chapelton Maroons FC | 1 | 0 | Portmore United FC | Home game | National Premier League | |
| Home game | Chapelton Maroons FC | 0 | 3 | Portmore United FC | Away game | National Premier League | |
| Away game | Chapelton Maroons FC | 1 | 2 | Portmore United FC | Home game | National Premier League | |
| Away game | Chapelton Maroons FC | 0 | 0 | Portmore United FC | Home game | National Premier League |
- PLAYED
- 5
- WINS
- 2
- GOALS
- 5:7
- GOALS / MATCH
- 1.00
- In the last five matches that these two sides meet, Chapelton Maroons FC overtook Portmore United FC twice
- Chapelton Maroons FC won twice, lost twice and had one draw
- Teams played five times head-to-head in the current season with the goals score 5:7; average goals per match – 1.00
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