O Campeonato nacional é gerido pela Fosters National League Champions; têm seu campeonato disputado por temporadas - o primeiro foi disputado em 1996/97.
| Ano |
Campeão |
Vice |
| 2019 |
Scholars International FC |
Bodden Town FC |
| 2018 |
Scholars International FC |
Roma United SC |
| 2017 |
Bodden Town FC |
Elite SC |
| 2016 |
Scholars International FC |
Elite SC |
| 2015 |
Scholars International FC |
Elite SC |
| 2014 |
Bodden Town FC |
Scholars International FC |
| 2013 |
Bodden Town FC |
Scholars International FC |
| 2012 |
Scholars International FC |
Elite SC |
| 2011 |
Elite SC |
George Town SC |
| 2010 |
Scholars International FC |
Bodden Town FC |
| 2009 |
Elite SC |
George Town SC |
| 2008 |
Scholars International FC |
- |
| 2007 |
Scholars International FC |
- |
| 2006 |
Scholars International FC |
- |
| 2005 |
Western Union FC |
- |
| 2004 |
Latinos FC |
- |
| 2003 |
Scholars International FC |
- |
| 2002 |
George Town SC |
- |
| 2001 |
Scholars International FC |
- |
| 2000 |
Western Union FC |
- |
| 1999 |
George Town SC |
- |
| 1998 |
Scholars International |
- |
| 1997 |
George Town SC |
- |
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Cayman Island Football Association
