| 2025-11-18 |  Trinidad and Tobagov BermudaFIFA World Cup qualification | 2–2 | FIFA World Cup qualification |
| 2025-11-13 | Bermudav CuraçaoFIFA World Cup qualification | 0–7 | FIFA World Cup qualification |
| 2025-10-14 |  JamaicavBermudaFIFA World Cup qualification | 4–0 | FIFA World Cup qualification |
| 2025-10-10 | BermudavTrinidad and TobagoFIFA World Cup qualification | 0–3 | FIFA World Cup qualification |
| 2025-09-09 | CuraçaovBermudaFIFA World Cup qualification | 3–2 | FIFA World Cup qualification |
| 2025-09-05 | BermudavJamaicaFIFA World Cup qualification | 0–4 | FIFA World Cup qualification |
| 2025-06-10 |  CubavBermudaFIFA World Cup qualification | 1–2 | FIFA World Cup qualification |
| 2025-06-04 | Bermudav Cayman IslandsFIFA World Cup qualification | 5–0 | FIFA World Cup qualification |
| 2024-06-09 | Bermudav HondurasFIFA World Cup qualification | 1–6 | FIFA World Cup qualification |
| 2024-06-05 |  Antigua and BarbudavBermudaFIFA World Cup qualification | 1–1 | FIFA World Cup qualification |
| 2021-06-08 | BermudavCayman IslandsFIFA World Cup qualification | 1–1 | FIFA World Cup qualification |
| 2021-06-04 |  SurinamevBermudaFIFA World Cup qualification | 6–0 | FIFA World Cup qualification |
| 2021-03-30 | Bermudav ArubaFIFA World Cup qualification | 5–0 | FIFA World Cup qualification |
| 2021-03-25 |  CanadavBermudaFIFA World Cup qualification | 5–1 | FIFA World Cup qualification |
| 2015-06-15 | Bermudav GuatemalaFIFA World Cup qualification | 0–1 | FIFA World Cup qualification |
| 2015-06-12 | GuatemalavBermudaFIFA World Cup qualification | 0–0 | FIFA World Cup qualification |
| 2015-03-29 | Bermudav BahamasFIFA World Cup qualification | 3–0 | FIFA World Cup qualification |
| 2015-03-25 | BahamasvBermudaFIFA World Cup qualification | 0–5 | FIFA World Cup qualification |
| 2011-11-14 | Bermudav BarbadosFIFA World Cup qualification | 2–1 | FIFA World Cup qualification |
| 2011-11-11 | BermudavBarbadosFIFA World Cup qualification | 2–1 | FIFA World Cup qualification |
| 2011-10-11 | Bermudav GuyanaFIFA World Cup qualification | 1–1 | FIFA World Cup qualification |
| 2011-10-07 | BermudavTrinidad and TobagoFIFA World Cup qualification | 2–1 | FIFA World Cup qualification |
| 2011-09-06 | GuyanavBermudaFIFA World Cup qualification | 2–1 | FIFA World Cup qualification |
| 2011-09-02 | Trinidad and TobagovBermudaFIFA World Cup qualification | 1–0 | FIFA World Cup qualification |
| 2008-06-22 | BermudavTrinidad and TobagoFIFA World Cup qualification | 0–2 | FIFA World Cup qualification |
| 2008-06-15 | Trinidad and TobagovBermudaFIFA World Cup qualification | 1–2 | FIFA World Cup qualification |
| 2008-03-30 | Cayman IslandsvBermudaFIFA World Cup qualification | 1–3 | FIFA World Cup qualification |
| 2008-02-03 | BermudavCayman IslandsFIFA World Cup qualification | 1–1 | FIFA World Cup qualification |
| 2004-06-20 | Bermudav El SalvadorFIFA World Cup qualification | 2–2 | FIFA World Cup qualification |
| 2004-06-13 | El SalvadorvBermudaFIFA World Cup qualification | 2–1 | FIFA World Cup qualification |
| 2004-03-21 |  MontserratvBermudaFIFA World Cup qualification | 0–7 | FIFA World Cup qualification |
| 2004-02-29 | BermudavMontserratFIFA World Cup qualification | 13–0 | FIFA World Cup qualification |
| 2000-04-23 | BermudavAntigua and BarbudaFIFA World Cup qualification | 1–1 | FIFA World Cup qualification |
| 2000-04-16 | Antigua and BarbudavBermudaFIFA World Cup qualification | 0–0 | FIFA World Cup qualification |
| 2000-03-19 | Bermudav British Virgin IslandsFIFA World Cup qualification | 9–0 | FIFA World Cup qualification |
| 2000-03-05 | British Virgin IslandsvBermudaFIFA World Cup qualification | 1–5 | FIFA World Cup qualification |
| 1992-12-06 | BermudavCanadaFIFA World Cup qualification | 0–0 | FIFA World Cup qualification |
| 1992-11-15 | CanadavBermudaFIFA World Cup qualification | 4–2 | FIFA World Cup qualification |
| 1992-11-08 | JamaicavBermudaFIFA World Cup qualification | 3–2 | FIFA World Cup qualification |
| 1992-11-01 | El SalvadorvBermudaFIFA World Cup qualification | 4–1 | FIFA World Cup qualification |
| 1992-10-25 | BermudavJamaicaFIFA World Cup qualification | 1–1 | FIFA World Cup qualification |
| 1992-10-18 | BermudavEl SalvadorFIFA World Cup qualification | 1–0 | FIFA World Cup qualification |
| 1992-07-04 | BermudavAntigua and BarbudaFIFA World Cup qualification | 2–1 | FIFA World Cup qualification |
| 1992-06-14 | Antigua and BarbudavBermudaFIFA World Cup qualification | 0–3 | FIFA World Cup qualification |
| 1992-05-25 |  HaitivBermudaFIFA World Cup qualification | 2–1 | FIFA World Cup qualification |
| 1992-04-26 | BermudavHaitiFIFA World Cup qualification | 1–0 | FIFA World Cup qualification |
| 1968-11-11 | Bermudav United StatesFIFA World Cup qualification | 0–2 | FIFA World Cup qualification |
| 1968-11-02 | United StatesvBermudaFIFA World Cup qualification | 6–2 | FIFA World Cup qualification |
| 1968-10-20 | BermudavCanadaFIFA World Cup qualification | 0–0 | FIFA World Cup qualification |
| 1968-10-06 | CanadavBermudaFIFA World Cup qualification | 4–0 | FIFA World Cup qualification |