The 1999 Cape Verdean Football Championship season was the 20th of the competition of the first-tier football in Cape Verde. The tournament was organized by the Cape Verdean Football Federation. GD Amarantes won their first and only title. Sporting Clube da Praia would be the only time that a non-winning title would participate in the 2000 CAF Champions League, the criteria for qualification was not continued. No club took part in the 2000 CAF Winners' Cup.