In the Presidential Election of 1880, the Republicans nominated James A. Garfield of Ohio, the Democrats nominated Winfield S. Hancock of Pennsylvania, and the Greenback-Labor Party nominated James B. Weaver of Iowa. James A. Garfield won the election, becoming the 20th President of the United States.
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In 1888, the Democratic incumbent, Grover Cleveland, ran against the Republican Benjamin Harrison. Harrison won in a close election. Cleveland won the return match in 1892.
Yes, Bob Dole ran for president against Bill Clinton in 1996.
1980, against Reagan and Carter, as an independent
A Democrat could run for the Democratic nomination against an incumbent Democratic President. This happened in 1980 , for example, when Ted Kennedy ran against President Carter. A democrat would not run on the same party lines as another Democrat since the Democratic party can only nominate one candidate themselves. So a third party could nominate a Democrat to run for president if that Democrat lost the Democratic nomination to someone else.
Ulysses S Grant won that year.
Yes. Michael Dukakis ran on the Democratic ticket against George H. W. Bush in 1988.