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.
Overview
CS Mindelense was the defending team of the title. A total of 8 clubs participated in the competition, one from each island league, no club came from Santiago Island as the competition was cancelled for the season. The season had 6 matches in Group A but a shorter 2 and 3 matches in Group B, it was the first ever season with twice the meetings with each club of the group, occurred in only one croup, the next time it was done was in 2017 with the club and the first in each of the three groups.
The league was contested by 8 teams with GD Amarantes winning the championship. New records were made, Amarantes finished with a new record with 13 points since the points per win risen to three in the nation, Juventude got 10 points, at the time, it became the second highest point in the championships. Two years later, the highest point record was superseded by Onze Unidos. In goal numbers, Solpontense scored the most with 14 and was a record at the national championships, it was superseded in 2001 by Botafogo.
It marked the last appearance of GD Amarantes at the top-level competition.