John Quincy Adams/Andrew Jackson (1824)

The last presidential election on this list dated way back to 1828. This presidential election was between John Quincy Adams (July 11, 1767 - February 23, 1848) and Andrew Jackson (March 15, 1767 - June 8, 1845), and is considered one of the "worst" elections in American political history. People have been referring to this as an event of "mudslinging and the rise of Andrew Jackson" since they believe that Jackson had organized a dirty campaign to win over Adams, even though he wasn't able to take the win in the end.

John Quincy Adams’s path to the White House pitted him against four other candidates - John C. Calhoun, William H. Crawford, Henry Clay, and Andrew Jackson - in a race that was long and very difficult. In contrast to past elections, candidates in the 1824 election were picked based mostly on popularity in the region than on party affiliation. However, this election was ultimately determined by a single vote in the House of Representatives.

With 152,901 votes to Adams' 114,023, Jackson won the popular vote, while Clay and Crawford finished third and fourth, respectively. Calhoun had dropped out of the race in the hopes of winning the vice presidential position. However, Jackson did not receive enough votes to win in the electoral college, so it fell to the House of Representatives to determine the outcome. In the end, after Clay was ousted through negotiation and his House supporters gave their votes to Adams, Adams won by a solitary vote.