| 1998-07-31 |  Trinidad and Tobagov JamaicaCFU Caribbean Cup | 1–2 | CFU Caribbean Cup |
| 1998-07-29 | Jamaicav Antigua and BarbudaCFU Caribbean Cup | 1–0 | CFU Caribbean Cup |
| 1998-07-26 | Jamaicav HaitiCFU Caribbean Cup | 2–1 | CFU Caribbean Cup |
| 1998-07-24 | Jamaicav Curaçaoplayed as Netherlands AntillesCFU Caribbean Cup | 3–2 | CFU Caribbean Cup |
| 1998-07-22 | Jamaicav Cayman IslandsCFU Caribbean Cup | 4–0 | CFU Caribbean Cup |
| 1998-06-26 |  JapanvJamaicaFIFA World Cup | 1–2 | FIFA World Cup |
| 1998-06-21 |  ArgentinavJamaicaFIFA World Cup | 5–0 | FIFA World Cup |
| 1998-06-14 | Jamaicav CroatiaFIFA World Cup | 1–3 | FIFA World Cup |
| 1998-05-19 |  South KoreavJamaicaFriendly | 0–0 | Friendly |
| 1998-05-16 | South KoreavJamaicaFriendly | 2–1 | Friendly |
| 1998-05-04 | Jamaicav Saudi ArabiaFriendly | 0–0 | Friendly |
| 1998-04-22 |  IranvJamaicaFriendly | 1–0 | Friendly |
| 1998-04-20 | Jamaicav North Macedoniaplayed as MacedoniaFriendly | 1–2 | Friendly |
| 1998-03-25 |  WalesvJamaicaFriendly | 0–0 | Friendly |
| 1998-02-22 | Jamaicav NigeriaFriendly | 2–2 | Friendly |
| 1998-02-15 |  BrazilvJamaicaGold Cup | 1–0 | Gold Cup |
| 1998-02-12 | Jamaicav MexicoGold Cup | 0–1 | Gold Cup |
| 1998-02-09 | Jamaicav El SalvadorGold Cup | 2–0 | Gold Cup |
| 1998-02-08 |  GuatemalavJamaicaGold Cup | 2–3 | Gold Cup |
| 1998-02-03 | BrazilvJamaicaGold Cup | 0–0 | Gold Cup |
| 1998-01-29 | Jamaicav SwedenFriendly | 0–0 | Friendly |
| 1998-01-07 | Trinidad and TobagovJamaicaFriendly | 0–0 | Friendly |