| 2025-06-10 |  Saint Kitts and Nevisv GrenadaFIFA World Cup qualification | 2–3 | FIFA World Cup qualification |
| 2025-06-06 |  Trinidad and TobagovSaint Kitts and NevisFIFA World Cup qualification | 6–2 | FIFA World Cup qualification |
| 2024-06-11 | Saint Kitts and Nevisv BahamasFIFA World Cup qualification | 1–0 | FIFA World Cup qualification |
| 2024-06-06 |  Costa RicavSaint Kitts and NevisFIFA World Cup qualification | 4–0 | FIFA World Cup qualification |
| 2021-06-15 |  El SalvadorvSaint Kitts and NevisFIFA World Cup qualification | 2–0 | FIFA World Cup qualification |
| 2021-06-12 | Saint Kitts and NevisvEl SalvadorFIFA World Cup qualification | 0–4 | FIFA World Cup qualification |
| 2021-06-08 | Trinidad and TobagovSaint Kitts and NevisFIFA World Cup qualification | 2–0 | FIFA World Cup qualification |
| 2021-06-04 | Saint Kitts and Nevisv GuyanaFIFA World Cup qualification | 3–0 | FIFA World Cup qualification |
| 2021-03-27 | BahamasvSaint Kitts and NevisFIFA World Cup qualification | 0–4 | FIFA World Cup qualification |
| 2021-03-24 | Saint Kitts and Nevisv Puerto RicoFIFA World Cup qualification | 1–0 | FIFA World Cup qualification |
| 2015-06-16 | El SalvadorvSaint Kitts and NevisFIFA World Cup qualification | 4–1 | FIFA World Cup qualification |
| 2015-06-11 | Saint Kitts and NevisvEl SalvadorFIFA World Cup qualification | 2–2 | FIFA World Cup qualification |
| 2015-03-26 |  Turks and Caicos IslandsvSaint Kitts and NevisFIFA World Cup qualification | 2–6 | FIFA World Cup qualification |
| 2015-03-23 | Saint Kitts and NevisvTurks and Caicos IslandsFIFA World Cup qualification | 6–2 | FIFA World Cup qualification |
| 2011-11-15 |  CanadavSaint Kitts and NevisFIFA World Cup qualification | 4–0 | FIFA World Cup qualification |
| 2011-11-11 | Saint Kitts and NevisvCanadaFIFA World Cup qualification | 0–0 | FIFA World Cup qualification |
| 2011-10-11 | Saint Kitts and Nevisv Saint LuciaFIFA World Cup qualification | 1–1 | FIFA World Cup qualification |
| 2011-10-07 | Puerto RicovSaint Kitts and NevisFIFA World Cup qualification | 1–1 | FIFA World Cup qualification |
| 2011-09-06 | Saint LuciavSaint Kitts and NevisFIFA World Cup qualification | 2–4 | FIFA World Cup qualification |
| 2011-09-02 | Saint Kitts and NevisvPuerto RicoFIFA World Cup qualification | 0–0 | FIFA World Cup qualification |
| 2008-03-26 | Saint Kitts and Nevisv BelizeFIFA World Cup qualification | 1–1 | FIFA World Cup qualification |
| 2008-02-06 | BelizevSaint Kitts and NevisFIFA World Cup qualification | 3–1 | FIFA World Cup qualification |
| 2004-11-17 |  MexicovSaint Kitts and NevisFIFA World Cup qualification | 8–0 | FIFA World Cup qualification |
| 2004-11-13 | Saint Kitts and NevisvMexicoFIFA World Cup qualification | 0–5 | FIFA World Cup qualification |
| 2004-10-13 | Saint Kitts and Nevisv Saint Vincent and the GrenadinesFIFA World Cup qualification | 0–3 | FIFA World Cup qualification |
| 2004-10-10 | Trinidad and TobagovSaint Kitts and NevisFIFA World Cup qualification | 5–1 | FIFA World Cup qualification |
| 2004-09-10 | Saint Vincent and the GrenadinesvSaint Kitts and NevisFIFA World Cup qualification | 1–0 | FIFA World Cup qualification |
| 2004-09-04 | Saint Kitts and NevisvTrinidad and TobagoFIFA World Cup qualification | 1–2 | FIFA World Cup qualification |
| 2004-06-19 | Saint Kitts and Nevisv BarbadosFIFA World Cup qualification | 3–2 | FIFA World Cup qualification |
| 2004-06-13 | BarbadosvSaint Kitts and NevisFIFA World Cup qualification | 0–2 | FIFA World Cup qualification |
| 2004-03-31 | Saint Kitts and Nevisv United States Virgin IslandsFIFA World Cup qualification | 7–0 | FIFA World Cup qualification |
| 2004-02-18 | United States Virgin IslandsvSaint Kitts and NevisFIFA World Cup qualification | 0–4 | FIFA World Cup qualification |
| 2000-04-22 | Saint Kitts and NevisvSaint Vincent and the GrenadinesFIFA World Cup qualification | 1–2 | FIFA World Cup qualification |
| 2000-04-16 | Saint Vincent and the GrenadinesvSaint Kitts and NevisFIFA World Cup qualification | 1–0 | FIFA World Cup qualification |
| 2000-03-21 | Saint Kitts and NevisvTurks and Caicos IslandsFIFA World Cup qualification | 6–0 | FIFA World Cup qualification |
| 2000-03-18 | Saint Kitts and NevisvTurks and Caicos IslandsFIFA World Cup qualification | 8–0 | FIFA World Cup qualification |
| 1996-06-30 | Saint Vincent and the GrenadinesvSaint Kitts and NevisFIFA World Cup qualification | 0–0 | FIFA World Cup qualification |
| 1996-06-23 | Saint Kitts and NevisvSaint Vincent and the GrenadinesFIFA World Cup qualification | 2–2 | FIFA World Cup qualification |
| 1996-05-19 | Saint LuciavSaint Kitts and NevisFIFA World Cup qualification | 0–1 | FIFA World Cup qualification |
| 1996-05-05 | Saint Kitts and NevisvSaint LuciaFIFA World Cup qualification | 5–1 | FIFA World Cup qualification |