| 2023-11-20 |  Trinidad and Tobagov United StatesCONCACAF Nations League | 2–1 | CONCACAF Nations League |
| 2023-11-16 | United StatesvTrinidad and TobagoCONCACAF Nations League | 3–0 | CONCACAF Nations League |
| 2023-10-17 |  CuraçaovTrinidad and TobagoCONCACAF Nations League | 5–3 | CONCACAF Nations League |
| 2023-10-13 | Trinidad and Tobagov GuatemalaCONCACAF Nations League | 3–2 | CONCACAF Nations League |
| 2023-09-10 |  El SalvadorvTrinidad and TobagoCONCACAF Nations League | 2–3 | CONCACAF Nations League |
| 2023-09-07 | Trinidad and TobagovCuraçaoCONCACAF Nations League | 1–0 | CONCACAF Nations League |
| 2023-07-02 | United StatesvTrinidad and TobagoGold Cup | 6–0 | Gold Cup |
| 2023-06-28 |  JamaicavTrinidad and TobagoGold Cup | 4–1 | Gold Cup |
| 2023-06-25 | Trinidad and Tobagov Saint Kitts and NevisGold Cup | 3–0 | Gold Cup |
| 2023-06-20 |  HaitivTrinidad and TobagoFriendly | 0–0 | Friendly |
| 2023-06-11 | GuatemalavTrinidad and TobagoFriendly | 0–1 | Friendly |
| 2023-03-27 | Trinidad and Tobagov NicaraguaCONCACAF Nations League | 1–1 | CONCACAF Nations League |
| 2023-03-24 |  BahamasvTrinidad and TobagoCONCACAF Nations League | 0–3 | CONCACAF Nations League |
| 2023-03-14 | JamaicavTrinidad and TobagoFriendly | 0–0 | Friendly |
| 2023-03-11 | JamaicavTrinidad and TobagoFriendly | 0–1 | Friendly |