| 2024-11-17 |  El Salvadorv MontserratCONCACAF Nations League | 1–0 | CONCACAF Nations League |
| 2024-11-14 | Montserratv Saint Vincent and the GrenadinesCONCACAF Nations League | 1–2 | CONCACAF Nations League |
| 2024-10-13 | Montserratv BonaireCONCACAF Nations League | 0–1 | CONCACAF Nations League |
| 2024-10-10 | BonairevMontserratCONCACAF Nations League | 0–1 | CONCACAF Nations League |
| 2024-09-08 | Saint Vincent and the GrenadinesvMontserratCONCACAF Nations League | 2–0 | CONCACAF Nations League |
| 2024-09-05 | MontserratvEl SalvadorCONCACAF Nations League | 1–4 | CONCACAF Nations League |
| 2023-11-20 | Montserratv BarbadosCONCACAF Nations League | 4–2 | CONCACAF Nations League |
| 2023-11-17 | Montserratv Dominican RepublicCONCACAF Nations League | 2–1 | CONCACAF Nations League |
| 2023-10-16 |  NicaraguavMontserratCONCACAF Nations League | 3–0 | CONCACAF Nations League |
| 2023-10-13 | MontserratvNicaraguaCONCACAF Nations League | 0–3 | CONCACAF Nations League |
| 2023-09-11 | Dominican RepublicvMontserratCONCACAF Nations League | 3–0 | CONCACAF Nations League |
| 2023-09-08 | BarbadosvMontserratCONCACAF Nations League | 2–3 | CONCACAF Nations League |
| 2023-03-28 |  GuyanavMontserratCONCACAF Nations League | 0–0 | CONCACAF Nations League |
| 2023-03-25 | Montserratv HaitiCONCACAF Nations League | 0–4 | CONCACAF Nations League |
| 2022-06-11 | Montserratv BermudaCONCACAF Nations League | 3–2 | CONCACAF Nations League |
| 2022-06-07 | HaitivMontserratCONCACAF Nations League | 3–2 | CONCACAF Nations League |
| 2022-06-04 | MontserratvGuyanaCONCACAF Nations League | 1–2 | CONCACAF Nations League |
| 2019-11-19 |  Saint LuciavMontserratCONCACAF Nations League | 0–1 | CONCACAF Nations League |
| 2019-11-16 | El SalvadorvMontserratCONCACAF Nations League | 1–0 | CONCACAF Nations League |
| 2019-10-15 | Dominican RepublicvMontserratCONCACAF Nations League | 0–0 | CONCACAF Nations League |
| 2019-10-12 | MontserratvEl SalvadorCONCACAF Nations League | 0–2 | CONCACAF Nations League |
| 2019-09-10 | MontserratvSaint LuciaCONCACAF Nations League | 1–1 | CONCACAF Nations League |
| 2019-09-07 | MontserratvDominican RepublicCONCACAF Nations League | 2–1 | CONCACAF Nations League |