November 15 - Both Académica and Sporting Praia took the number one lead in the Santiago South Premier Division with 3 points each
November 22 - Eugénio Lima took the number one spot for Santiago South with 4 points
November 29 - Celtic da Praia defeated Os Garridos 1-3 and took the number one spot for Santiago South with 7 points
December 3 - GDRC Fiorentina announced to return after a three-year absence from the Southern Santo Antão Island League to financial concerns[10] their first match of the season was against Lajedos
March 25 - Desportivo Praia defeated Vitória da Praia 4-0 and took the number one spot for Santiago South for a week
March 27: Brava Island League: Juventude Furna defeated Benfica 0-16 and made it the highest scoring match of any of the island leagues for the season in the nation
April 3:
Académica Fogo defeated São Lourenço 1-12 and made it the highest scoring match of the Fogo Premier Division and was second of any of the island leagues for the season in the nation
Sporting Praia took the number one spot for Santiago South for a week
April 10 - Desportivo Praia retook the number one spot for Santiago South for a week
April 11 - Sporting Clube da Brava won their third consecutive and recent title for Brava and qualified into the national championships
April 16 - Mindelense's record of 34 matches without a loss at the regional championships ended as the club lost to Amarante 2-0, their next loss in two years
April 17:
Sinagoga, the village's club located between Ribeira Grande and Paul was listed as regional champions for the first time[17]
Sporting Praia regained the number one spot for Santiago South for a week
April 20 - ABC de Patim returned to the regional premier division in the following season after winning the promotional final match[18]
April 21 - Académico do Aeroporto won their fourteenth title for Sal and their second consecutive title and again qualified into the national championships[19]
April 23:
Académica do Porto Novo's approximate 50 match (5 year) record without a loss at the regional championships finished as the club lost to Marítimo 2-0, also it was a record numbering about 60 combining with the South Zone's cup and super cup matches and not with the single Santo Antão Cup as they lost one match. At home matches, the record continues.
Académica do Porto Novo won their tenth title for Southern Santo Antão (eleventh of a combined total with the former Santo Antão Championships) and their sixth consecutive, one of around six clubs to win six consecutive titles in history of any of the regional leagues in Cape Verde, the club qualified into the national championships
April 24:
Mindelense's long record without a home loss at the regionals numbering 18 in the regionals came to an end after losing to Derby 0-1.
Desportivo Praia retook the number one spot for Santiago South and held it for the last three weeks of the season
CS Mindelense won their record forty-eight title and qualified into the national championships
Sinagoga won their first and only title for Northern Santo Antão and qualified into the national championships for the first time
Vulcânicos won their ninth and recent title and qualified into the national championships
May 4: Original date of the Santiago South Cup finals, it was rescheduled to April 15, 2017 and GDRC Delta won their only cup title for Santiago South
May 7 - SC Atlético won their seventh title for São Nicolau and qualified into the national championships
May 8 - All qualifiers into the national championship listed[22] including Académico do Aeroporto, winner of Sal, Desportivo da Praia won their regional title in 26 years, the first as the divided Santiago South Zone, Desportivo returned in four years, their last entry was a second place club as the 2013 island champion Sporting was also national champion in 2012, Varandinha, champion of Santiago North competed for the first time[23] and Académico 83 of Maio
May 13 - A day before the national championships started, the match between Desportivo Praia and Varandinha was rescheduled to June 1 due to some rivalry[24]
May 14 - The National Championships begun
June 1: Originally for May 15, the rescheduled Desportivo Praia-Varandinha match took place and Varandinha defeated that club 1-3
June 4: Mindelense defeated Sal Rei 5-2 and made it the highest scoring match of the season
June 12 - Regular season ended and Mindelense, Derby and Académica Porto Novo qualified into the semis, also Varandinha qualified for the first time
June 18 - Playoffs began
June 25: With a total of six goals scored in two matches between Mindelense and Varandinha, Mindelense became the first of two clubs to qualify for the finals
June 26: Académica Porto Novo scored the first two goals in the first half of the second leg before Derby did in the second half, Académica Porto Novo qualified into the finals under the away goals rule
July 2: The finals began, and was the last finals match featuring two clubs from the same island chain, Académica Porto Novo defeated Mindelense 0-1
July 9 - The second leg of the finals began and was the last finals matches at the championships, Mindelense defeated Académica 0-1, as each had a total of a goal each, it went into extra time and then the penalty shootouts where Mindelense won 4-5 and claimed a record twelfth title and won four consecutive titles, the last club who won four consecutive national titles was Sporting Praia.
Two number one clubs finished first and were FC Derby (of Group A) and CS Mindelense (of Group), Derby had a draw and Mindelense had two, neither had any losses, Derby scored 8 and Mindelense scored 11, along with GD Varandinha for the first time and Académica do Porto Novo. Mindelense and Académica do Porto Novo (on away goals) advanced while Varandinha and Derby lost. In four years, Mindelense again competed with Académica do Porto Novo and a goal in each of the two matches, second consecutive time that both clubs had the same goal totals, again Mindelense won 4-3 in penalty kicks in the last match and claimed their twelfth and recent national title.
