2024-04-28 02:10 | 1/8 | Defence Force | 2-0 | St. Ann´s Rangers | ||||
2024-03-01 20:00 | PA | Trinidad and Tobago | 0-1 | Jamaica | Kaheim Dixon 58' | |||
2023-11-21 01:00 | CF | Trinidad and Tobago | 2-1 | United States of America | Reon Moore 43', Alvin Jones 57'; Antonee Robinson 25' | |||
2023-10-16 02:00 | Grp.B | Haiti | 2-3 | Jamaica | Frantzdy Pierrot 15' 87'; Demarai Gray 18', Shamar Nicholson 57', Leon Bailey 66' | |||
2023-10-14 03:00 | Grp.A | Trinidad and Tobago | 3-2 | Guatemala | Alvin Jones 36' (p.), Reon Moore 54', Nathaniel James 89'; Rubio Rubin 12', Óscar Santis 31' | |||
2023-10-05 02:00 | Grp.A | Defence Force | 0-2 | Moca FC | Gustavo Azcona 64', Guillermo De Peña 90' | |||
2023-09-29 00:00 | Grp.A | AC Port Of Spain | 1-1 | Defence Force | Michel Poon-Angeron 77'; Brent Sam 90' | |||
2023-09-21 00:00 | Grp.A | AC Port Of Spain | 2-3 | Golden Lion | Robert Primus 16' (p.p.), Abu Bakr 28'; Thierry Catherine 2', Samuel Mondesir 68' (p.p.), Kévin Parsemain 83' (p.) | |||
2023-09-08 00:00 | Grp.A | Trinidad and Tobago | 1-0 | Curaçao | Nathaniel James 87' | |||
2023-08-25 02:00 | Grp.A | Defence Force | 1-1 | Cavalier SC | Reon Moore 6'; Shaniel Thomas 39' (p.) |