1900, 1904, 1908, 1912, and 1916.
28
Lincon ran for president in 1860 and 1864 and won both times.
2
8
once
He ran for president twice-- once in 2008, and again in 2012. He won both times.
two times
but crak idot
The Espionage act forced Eugene V. Debs to run his presidential campaign jail
Although many have run three times, Franklin D. Roosevelt is the only major party candidate credited with running for U. S. President four times, in 1932, 1936, 1940 and 1944. He won all four elections. Eugene V. Debs is a third-party candidate who ran for U. S. President four times. He ran in 1900 with the Social Democratic Party and in 1904, 1908 and 1912 with the Socialist Party.
Harold Stassen ran for US president nine times between 1948 and 1992.