| Portmore United | Season 2023/2024 | 28 Matches |
| Portmore United | Season 2022/2023 | 26 Matches |
| Portmore United | Season 2021/2022 | 32 Matches |
| Portmore United | Season 2020/2021 | 1 Matches |
| Portmore United | Season 2019/2020 | 35 Matches |
| Portmore United | Season 2018/2019 | 36 Matches |
| Portmore United | Season 2017/2018 | 38 Matches |
| Portmore United | Season 2016/2017 | 38 Matches |
| Portmore United | Season 2015/2016 | 36 Matches |
| Portmore United | Season 2013/2014 | 33 Matches |
| Portmore United | Season 2012/2013 | 38 Matches |
| Portmore United | Season 2011/2012 | 38 Matches |
| Portmore United | Season 2010/2011 | 38 Matches |
| Portmore United | Season 2009/2010 | 38 Matches |
| Portmore United | Season 2008/2009 | 38 Matches |
| Portmore United | Season 2007/2008 | 38 Matches |
| Portmore United | Season 2006/2007 | 33 Matches |
Jamaica