| 2008-08-20 |  Cubav Trinidad and TobagoFIFA World Cup qualification | 1–3 | 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 |
| 2005-11-16 |  BahrainvTrinidad and TobagoFIFA World Cup qualification | 0–1 | FIFA World Cup qualification |
| 2005-11-12 | Trinidad and TobagovBahrainFIFA World Cup qualification | 1–1 | FIFA World Cup qualification |
| 2005-10-12 | Trinidad and Tobagov MexicoFIFA World Cup qualification | 2–1 | FIFA World Cup qualification |
| 2005-10-08 |  PanamavTrinidad and TobagoFIFA World Cup qualification | 0–1 | FIFA World Cup qualification |
| 2005-09-07 |  Costa RicavTrinidad and TobagoFIFA World Cup qualification | 2–0 | FIFA World Cup qualification |
| 2005-09-03 | Trinidad and Tobagov GuatemalaFIFA World Cup qualification | 3–2 | FIFA World Cup qualification |
| 2005-08-17 |  United StatesvTrinidad and TobagoFIFA World Cup qualification | 1–0 | FIFA World Cup qualification |
| 2005-06-08 | MexicovTrinidad and TobagoFIFA World Cup qualification | 2–0 | FIFA World Cup qualification |
| 2005-06-04 | Trinidad and TobagovPanamaFIFA World Cup qualification | 2–0 | FIFA World Cup qualification |
| 2005-03-30 | Trinidad and TobagovCosta RicaFIFA World Cup qualification | 0–0 | FIFA World Cup qualification |
| 2005-03-26 | GuatemalavTrinidad and TobagoFIFA World Cup qualification | 5–1 | FIFA World Cup qualification |
| 2005-02-09 | Trinidad and TobagovUnited StatesFIFA World Cup qualification | 1–2 | FIFA World Cup qualification |
| 2004-11-17 | Trinidad and Tobagov Saint Vincent and the GrenadinesFIFA World Cup qualification | 2–1 | FIFA World Cup qualification |
| 2004-10-13 | MexicovTrinidad and TobagoFIFA World Cup qualification | 3–0 | FIFA World Cup qualification |
| 2004-10-10 | Trinidad and Tobagov Saint Kitts and NevisFIFA World Cup qualification | 5–1 | FIFA World Cup qualification |
| 2004-09-08 | Trinidad and TobagovMexicoFIFA World Cup qualification | 1–3 | FIFA World Cup qualification |
| 2004-09-04 | Saint Kitts and NevisvTrinidad and TobagoFIFA World Cup qualification | 1–2 | FIFA World Cup qualification |
| 2004-08-18 | Saint Vincent and the GrenadinesvTrinidad and TobagoFIFA World Cup qualification | 0–2 | FIFA World Cup qualification |
| 2004-06-20 | Trinidad and Tobagov Dominican RepublicFIFA World Cup qualification | 4–0 | FIFA World Cup qualification |
| 2004-06-13 | Dominican RepublicvTrinidad and TobagoFIFA World Cup qualification | 0–2 | FIFA World Cup qualification |
| 2001-11-11 | Trinidad and TobagovUnited StatesFIFA World Cup qualification | 0–0 | FIFA World Cup qualification |
| 2001-10-07 |  HondurasvTrinidad and TobagoFIFA World Cup qualification | 0–1 | FIFA World Cup qualification |
| 2001-09-05 | MexicovTrinidad and TobagoFIFA World Cup qualification | 3–0 | FIFA World Cup qualification |
| 2001-09-01 | Trinidad and TobagovCosta RicaFIFA World Cup qualification | 0–2 | FIFA World Cup qualification |
| 2001-06-30 | Trinidad and Tobagov JamaicaFIFA World Cup qualification | 1–2 | FIFA World Cup qualification |
| 2001-06-20 | United StatesvTrinidad and TobagoFIFA World Cup qualification | 2–0 | FIFA World Cup qualification |
| 2001-06-16 | Trinidad and TobagovHondurasFIFA World Cup qualification | 2–4 | FIFA World Cup qualification |
| 2001-04-25 | Trinidad and TobagovMexicoFIFA World Cup qualification | 1–1 | FIFA World Cup qualification |
| 2001-03-25 | Costa RicavTrinidad and TobagoFIFA World Cup qualification | 3–0 | FIFA World Cup qualification |
| 2001-02-28 | JamaicavTrinidad and TobagoFIFA World Cup qualification | 1–0 | FIFA World Cup qualification |
| 2000-11-15 | Trinidad and TobagovPanamaFIFA World Cup qualification | 1–0 | FIFA World Cup qualification |
| 2000-10-08 | MexicovTrinidad and TobagoFIFA World Cup qualification | 7–0 | FIFA World Cup qualification |
| 2000-09-03 | Trinidad and Tobagov CanadaFIFA World Cup qualification | 4–0 | FIFA World Cup qualification |
| 2000-08-16 | Trinidad and TobagovPanamaFIFA World Cup qualification | 6–0 | FIFA World Cup qualification |
| 2000-07-23 | Trinidad and TobagovMexicoFIFA World Cup qualification | 1–0 | FIFA World Cup qualification |
| 2000-07-16 | CanadavTrinidad and TobagoFIFA World Cup qualification | 0–2 | FIFA World Cup qualification |
| 2000-05-19 |  HaitivTrinidad and TobagoFIFA World Cup qualification | 1–1 | FIFA World Cup qualification |
| 2000-05-07 | Trinidad and TobagovHaitiFIFA World Cup qualification | 3–1 | FIFA World Cup qualification |
| 2000-04-16 | Dominican RepublicvTrinidad and TobagoFIFA World Cup qualification | 0–1 | FIFA World Cup qualification |
| 2000-04-02 | Trinidad and TobagovDominican RepublicFIFA World Cup qualification | 3–0 | FIFA World Cup qualification |
| 2000-03-18 |  Curaçaoplayed as Netherlands AntillesvTrinidad and TobagoFIFA World Cup qualification | 1–1 | FIFA World Cup qualification |
| 2000-03-04 | Trinidad and TobagovCuraçaoplayed as Netherlands AntillesFIFA World Cup qualification | 5–0 | FIFA World Cup qualification |
| 1996-12-21 | Costa RicavTrinidad and TobagoFIFA World Cup qualification | 2–1 | FIFA World Cup qualification |
| 1996-12-08 | GuatemalavTrinidad and TobagoFIFA World Cup qualification | 2–1 | FIFA World Cup qualification |
| 1996-11-24 | Trinidad and TobagovUnited StatesFIFA World Cup qualification | 0–1 | FIFA World Cup qualification |
| 1996-11-10 | United StatesvTrinidad and TobagoFIFA World Cup qualification | 2–0 | FIFA World Cup qualification |
| 1996-10-06 | Trinidad and TobagovGuatemalaFIFA World Cup qualification | 1–1 | FIFA World Cup qualification |