27. Round
17/05/2019 19:30 Lions Gibraltar Lions Gibraltar - St. Joseph's FC St. Joseph's FC 0:1
18/05/2019 15:00 Mons Calpe S.C. Mons Calpe S.C. - Lincoln Red Imps Lincoln Red Imps 2:0
18/05/2019 17:15 Europa FC Europa FC - Boca Gibraltar Boca Gibraltar 13:1
19/05/2019 15:00 Gibraltar Phoenix Gibraltar Phoenix - Gibraltar United FC Gibraltar United FC 2:0
20/05/2019 19:30 Glacis United FC Glacis United FC - Lynx FC Lynx FC 0:2