September 21: Armindo Oliveira became chairman of CD Travadores[1]
November 2 - in honor of the 75th anniversary of the club, Boavista FC hosted its Champion's Cup (Taça de Campeoes), a friendly competition and won the special title[2]
November 23 - Pico do Fogo in the northeast of Fogo erupted resulted in halting the Fogo Premier Division's week 2 for nearly four weeks (see 2014–15 eruption of Fogo)
December 5 - the begins
December 7 - Celtic da Praia defeated 4-0 and took the number one spot for two rounds
December 13 - the begins
December 14 - the Fogo island season resumed nearly three weeks after the eruption[3]
December 20 - the begins along with its first phase[5]
December 21 - Boavista Praia defeated Celtic 0-3 and took the number one spot for the rest of the season
January 10 - the 2014-15 regional leagues of , and the season begins
January 13 - Batuque FC (2013/14 cup winner) defeated FC Derby (2013/14 champion) to win the 2013/14 São Vicente Super Cup.[6][7]
January 17 - the season begins
January 23 - Nelson Figueiredo became president of FC Juventude of Sal Island[8]
January 24 - the 2014-15 regional leagues of and season begins
February 1 - the season begins
February 22 - the Sporting Praia-Travadores match originally finished 2-0, the loss caused an aligned dispute, the match finished 0-3 for Travadores and on March 27, the secretary lost Sporting Praia 3 points from its totals.[9]
March 1 - Paulense became listed champions at week 7 with many points ahead CD Sinagoga[10]
March 28 - the first phase of the Santiago North Island League ends
April 1 - Académica do Mindelo celebrated its 75th anniversary of the foundation of the club
April 4
The second phase of the Santiago North Island League begins, this was the last time the second phase was used in the island league.
Académica Operaria inside the championship zone with points ahead of and Onze Estrelas
April 5 - Paulense finished with 27 points and won the sixth island title for Northern Santo Antão and qualified and competed in the national championships.[10]
April 10 - Boavista Praia listed as regional champions with less than ten points ahead of Sporting Praia.[11]
April 12 - Spartak defeated Parque Real 12-0 in the Fogo Island Premier Division and was the highest scoring game of any of the island leagues of the season.
April 13 - Académico 83 finished with 19 points and won their sixth title for Maio and qualified to compete in the national championships.[12][13]
April 19:
Académico do Aeroporto finished with 20 points and 21 goals scored and won the 12th island title for Sal and qualified to compete in the national championships.[14]
Académica do Porto Novo finished with 32 points and won the ninth title for Southern Santo Antão and qualified to compete in the national championships.[15]
Spartak d'Aguadinha finished with 44 points and won their first and only island title for Fogo and qualified to compete in the national championships.[14]
Parque Real conceded a record of 104 goals in the Fogo Island League, maybe the worst in any of the island leagues in Cape Verean football (soccer).[16]
April 26:
Académica Operária finished with 36 points and won the 19th island title for Boa Vista and qualified to compete in the national championships.[13]
Boavista da Praia finished with 43 points and the second title for Southern Santiago and qualified to compete in the national championships.[11]
CS Mindelense finished with 38 points and won the 47th island title for São Vicente. As Mindelense was already qualified into the national championships as 2014 winner,[17] the runner-up FC Derby qualified and competed in the national championships.
Sporting Brava finished with 28 points and won the second island title for Brava and qualified to compete in the national championships.[18]
April 30 - FC Ultramarina finished with 37 points and won the 11th island title for São Nicolau and qualified and competed in the national championships.[19]
May 3 - Beira-Mar do Tarrafal finished with 12 points in the second and final phase and won their very first title and qualified to compete in the national championships. All qualifiers listed into the national championships.[20]
May 9:
2015 Cape Verdean Football Championships started.
Mindelo's FC Derby defeated Spartak d'Aguadinha 1-4 and became the season's highest scoring match for two weeks
May 23: Mindelense defeated Sporting Brava 6-0 and made it the highest scoring match of the season
June 3: The rescheduled first round match (originally for May 10) featuring Académico do Aeroporto and Sporting Brava took place, Académico do Aeroporto defeated that club 2-1
June 6 - Matxona scored a total of 6 goals which made it the most goals scored by any player.
June 7 - the national regular season finished, Derby, Boavista Praia, Mindelense and Paulense qualified into the playoffs
June 20 - The Semifinals began, Paulense played their only one of two semis matches
June 27 - Mindelense defeated Paulense 2-0 in extra time
June 28
As three goals each were scored by Boavista and Derby in two of its matches, Derby won 5-4 in the penalty shootout and qualified into the finals
Semifinals ended, Mindelense and Derby qualified into the finals, it would become the second and most recent finals competition that two clubs came from the same island as well as the same city.
July 4: A goal draw between Mindelense and Derby was made
July 11 - Another goal draw between Derby and Mindelense was made, as Mindelense won 3-4 in the penalty shootouts, the club claimed their eleventh and recent national title, the club also qualified into the national championships in the following season.
August 28: FC Ultramarina celebrated its 50th anniversary of the clun's foundation
Two number one clubs finished with five wins and without a draw or a loss in each group, Mindelense with 14 goals scored and Derby with 12 goals scored, along with Paulense and Boavista Praia, advanced into the final stages. Mindelense and Derby won the semis while Paulense and Boavista lost and Mindelense and Derby won a goal each in its two matches of the final, In the second leg, Mindelense won the penalty kicks in the last match and claimed their eleventh title.