Jamaica competed at the 13th Pan American Games, which were held in Winnipeg, Manitoba, Canada from July 23 to August 8, 1999.
Medals
Gold
- Men's 400 metres: Greg Haughton
- Men's 4x400 metres: Davian Clarke, Michael McDonald, Danny McFarlane and Greg Haughton
- Women's 4x100 metres: Peta-Gaye Gayle, Beverly Grant, Kerry Ann Richards, and Aleen Bailey
Silver
- Women's Triple Jump: Suzette Lee
- Women's 200m freestyle: Janelle Atkinson
- Women's 400m freestyle: Janelle Atkinson
- Women's 800m freestyle: Janelle Atkinson
Bronze
- Men's 4x100 metres: Patrick Jarrett, Dwight Thomas, Garth Robinson, and Christopher Williams
- Women's 100 metres: Peta-Gaye Gayle
- Women's 400 metres: Claudine Williams
- Men's Light Middleweight (– 71 kilograms): David Sean Black
- Men's Heavyweight (– 91 kilograms): Kerron Speid
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