The Americans have won three of the last five titles in the biennial championship for the North America, Central America and the Caribbean region.
The USA-Jamaica match is one of four quarter-finals on the weekend. On Saturday, Costa Rica will battle Honduras, while defending champion Mexico will square off against Guatemala at the New Meadowlands Stadium in New York.
The United States and Jamaica are first up at JFK Stadium in Washington followed by Panama and El Salvador.
The Americans were among the favourites heading into the Gold Cup along with Mexico. After beating Canada 2-0 in their opening match, the United States was upset 2-1 by Panama. The Americans then edged Guadeloupe 1-0 on Tuesday to avoid getting knocked out. After failing to win the group they now have to face a skilled Jamaican squad that secured three wins in the group stage.
Most of the Jamaican stars call Major League Soccer home. Los Angeles Galaxy goalkeeper Donovan Ricketts, New York Red Bulls midfielder Dane Richards and San Jose Earthquakes striker Ryan Johnson are all key parts of the Jamaican team.
With a win over Jamaica, the Americans would advance to the semis and face the winner of the Panama-El Salvador contest.