
| Tarih | Maç | Skor |
|---|---|---|
| 03.03.2026 | Cayman Islands U20 – Bonaire U20 CONCACAF U20 - Qualification | 2–3 |
| 02.03.2026 | Puerto Rico U20 – Cayman Islands U20 CONCACAF U20 - Qualification | 2–0 |
| 28.02.2026 | Cayman Islands U20 – Jamaica U20 CONCACAF U20 - Qualification | 0–9 |
| 25.02.2026 | St Kitts and Nevis U20 – Cayman Islands U20 CONCACAF U20 - Qualification | 3–0 |
| 23.02.2026 | Cayman Islands U20 – Turks and Caicos Islands U20 CONCACAF U20 - Qualification | 1–2 |
| 28.02.2024 | St Kitts and Nevis U20 – Cayman Islands U20 CONCACAF U20 - Qualification | 3–0 |