| #1 | 13.10.2019 | Montserrat | - | El Salvador | 0:2 | ||||
| #2 | 16.10.2019 | Dom. Republik | - | Montserrat | 0:0 | ||||
| #3 | 17.11.2019 | El Salvador | - | Montserrat | 1:0 | ||||
| #4 | 19.11.2019 | St. Lucia | - | Montserrat | 0:1 |  |
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| #5 | 29.03.2021 | Montserrat | - | El Salvador | 1:1 |  |
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| #6 | 02.06.2021 | Montserrat | - | US Jungferninseln | 4:0 | |
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| #7 | 09.06.2021 | Grenada | - | Montserrat | 1:2 | ||||
| #8 | 03.07.2021 | Trinidad & Tobago | - | Montserrat | 6:1 | |
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| #9 | 05.06.2022 | Montserrat | - | Guyana | 1:2 | ||||
| #10 | 07.06.2022 | Haiti | - | Montserrat | 3:2 | ||||
| #11 | 12.06.2022 | Montserrat | - | Bermuda | 3:2 | ||||
| #12 | 25.03.2023 | Montserrat | - | Haiti | 0:4 | ||||
| #13 | 29.03.2023 | Guyana | - | Montserrat | 0:0 |
England