| 2025-06-10 |  Guyanav MontserratFIFA World Cup qualification | 3–0 | FIFA World Cup qualification |
| 2025-06-04 | Montserratv BelizeFIFA World Cup qualification | 1–0 | FIFA World Cup qualification |
| 2024-06-09 | Montserratv PanamaFIFA World Cup qualification | 1–3 | FIFA World Cup qualification |
| 2024-06-05 |  NicaraguavMontserratFIFA World Cup qualification | 4–1 | FIFA World Cup qualification |
| 2021-06-08 |  GrenadavMontserratFIFA World Cup qualification | 1–2 | FIFA World Cup qualification |
| 2021-06-02 | Montserratv United States Virgin IslandsFIFA World Cup qualification | 4–0 | FIFA World Cup qualification |
| 2021-03-28 | Montserratv El SalvadorFIFA World Cup qualification | 1–1 | FIFA World Cup qualification |
| 2021-03-24 |  Antigua and BarbudavMontserratFIFA World Cup qualification | 2–2 | FIFA World Cup qualification |
| 2015-03-31 | Montserratv CuraçaoFIFA World Cup qualification | 2–2 | FIFA World Cup qualification |
| 2015-03-27 | CuraçaovMontserratFIFA World Cup qualification | 2–1 | FIFA World Cup qualification |
| 2011-07-17 | BelizevMontserratFIFA World Cup qualification | 3–1 | FIFA World Cup qualification |
| 2011-06-15 | MontserratvBelizeFIFA World Cup qualification | 2–5 | FIFA World Cup qualification |
| 2008-03-26 | Montserratv SurinameFIFA World Cup qualification | 1–7 | FIFA World Cup qualification |
| 2004-03-21 | Montserratv BermudaFIFA World Cup qualification | 0–7 | FIFA World Cup qualification |
| 2004-02-29 | BermudavMontserratFIFA World Cup qualification | 13–0 | FIFA World Cup qualification |
| 2000-03-19 | Montserratv Dominican RepublicFIFA World Cup qualification | 1–3 | FIFA World Cup qualification |
| 2000-03-05 | Dominican RepublicvMontserratFIFA World Cup qualification | 3–0 | FIFA World Cup qualification |