Party System 1: Independence Days
1. 1789-1790: Benjamin Franklin (Independent leading Independence Coalition)†
1788-89: No official political parties
2. 1790-1797: George Washington (Independent leading Independence Coalition)
1791 def: Alexander Hamilton (Federalist), Thomas Jefferson (Democratic-Republican)
1794 def: Alexander Hamilton (Federalist), Thomas Jefferson (Democratic-Republican)
Party System 2: These United States
3. 1797-1800: Alexander Hamilton (Federalist)
1797 def: Thomas Jefferson (Democratic-Republican)
4. 1800-1803: Thomas Jefferson (Democratic-Republican)
1800 def: Alexander Hamilton (Federalist)
5. 1803-1806: John Adams (Federalist)
1803 def: Thomas Jefferson (Democratic-Republican)
6. 1806-1807: George Clinton (Democratic-Republican)
1806 def: John Adams (Federalist)
7. 1807-1809: James Madison (Democratic-Republican)
8. 1809-1815: DeWitt Clinton (Federalist)
1809 def: James Madison (Democratic-Republican)
1812 def: James Madison (Democratic-Republican), George Clinton (Anti-Federalist)
9. 1815-1822: James Monroe (Democratic-Republican)
1815 def: DeWitt Clinton (Federalist)
1818 def: Rufus King (Federalist)
1821 def: Rufus King (Federalist)
10. 1822-1824: John Quincy Adams (Democratic-Republican)
11. 1824-1827: John Marshall (Federalist leading Anti Jackson Coalition)
1824 def: John Quincy Adams (Democratic-Republican), Andrew Jackson (Democratic)
Party System 3: Manifest Destiny
12. 1827-1835: Andrew Jackson (Democratic)
1827 def: John Marshall (Federalist)
1830 def: John Quincy Adams (Whig)
1833 def: Daniel Webster (Whig), John C. Calhoun (Nullifier)
13. 1835-1839: Martin Van Buren (Democratic)
1836 def: William Henry Harrison (Whig), John C. Calhoun (Nullifier)
14. 1839: William Henry Harrison (Whig)
1839 def: Martin Van Buren (Democratic), John C. Calhoun (Nullifier)
15. 1839: John Tyler (Whig)
16. 1839-1842: Henry Clay (Whig)
17. 1842-1847: James K. Polk (Democratic)†
1842 def: Henry Clay (Federalist)
1845 def: Henry Clay (Federalist)
18. 1847-1848: Lewis Cass (Democratic)
19. 1848-1950: Zachary Taylor (Whig)
1848 def: Martin Van Buren (Democratic), John C. Calhoun (Nullifier)
20. 1850: Millard Fillmore (Whig)
21. 1850-1851: Winfield Scott (Whig)
Party System 4: Slavery v. Abolition
22. 1851-1852: Franklin Pierce (Democratic)†
1851 def: Winfield Scott (Whig), John C. Calhoun (Nullifier)
23. 1852-1853: William R. King (Democratic)†
24. 1853-1860: James Buchanan (Democratic)†
1854 def: John McLean (Whig), Henry L. Pinckney (Nullifier)
1857 def: John C. Breckinridge (Nullifier), John C. Fremont (Republican)
25. 1860-1864: Abraham Lincoln (Republican, later Republican leading Republican-Democratic Coalition)†
1860 def: John C. Breckinridge (Nullifier), Steven A. Douglas (Democratic)
1863 def: Andrew Johnson (Democratic), George B. McClellan (Anti-Coalition Democratic)
26. 1864-1865: Andrew Johnson (Democratic)*
27. 1865-1866: Thaddeus Stevens (Republican)
Party System 5: The Gilded Age
28. 1866-1875: Ulysses S. Grant (Republican)
1866 def: Andrew Johnson (Democratic)
1869 def: Horatio Seymour (Democratic)
1872 def: Asa Packer (Democratic)
29. 1875-1877: Rutherford B. Hayes (Republican)
1875 def: Samuel J. Tilden (Democratic)
30. 1877-1878: James G. Blaine (Republican)
31. 1878-1881: Samuel J. Tilden (Democratic)
1878 def: James G. Blaine (Republican)
32. 1881: James Garfield (Republican)
1881 def: Samuel J. Tilden (Democratic)
33. 1881-1884: Chester A. Arthur (Republican)
34. 1884-1887: Grover Cleveland (Democratic)
1884 def: James G. Blaine (Republican)
35. 1887-1890: Benjamin Harrison (Republican)
1887 def: Grover Cleveland (Democratic)
36. 1890-1893: Adlai Stevenson I (Democratic)
1890 def: Benjamin Harrison (Republican)
Party System 6: The Progressive Age
37. 1893-1896: William McKinley (Republican)
1893 def: Adlai Stevenson I (Democratic), James B. Weaver (People's)
38. 1896-1902: William Jennings Bryan (Labor)
1896 def: William McKinley (Republican), Claude Matthews (Democratic)
1899 def: Mark Hanna (Republican), George Dewey (Democratic)
39. 1902-1905: George Dewey (Democratic)
1902 def: William Jennings Bryan (Labor), Theodore Roosevelt (Republican)
40. 1905-1911: Theodore Roosevelt (Progressive, leading Progressive-Republican Coalition)
1905 def: William Jennings Bryan (Labor), Joseph G. Cannon (Republican), George Dewey (Democratic)
1908 def: William Jennings Bryan (Labor), Theodore Roosevelt (Republican), John A. Johnson (Democratic)
41. 1911-1914: William Howard Taft (Republican, leading Republican-Progressive Coalition)
1911 def: William Jennings Bryan (Labor), Hiram Johnson (Progressive), Champ Clark (Democratic)
42. 1914-1919: Woodrow Wilson (Labor, then Labor leading Labor-Democratic Coalition)
1914 def: William Howard Taft (Republican), Champ Clark (Democratic), Hiram Johnson (Progressive)
1917 def: Charles E. Hughes (Republican), Champ Clark (Democratic), Hiram Johnson (Progressive)
43. 1919-1920: Champ Clark (Democratic)
44. 1920-1923: Warren G. Harding (Republican)
1920 def: Hiram Johnson (Progressive), Al Smith (Democratic), William Gibbs McAdoo (Labor)
45. 1923-1929: Calvin Coolidge (Republican)
1923 def: Robert M. La Follette (Progressive), Charles W. Bryan (Labor), Al Smith (Democratic),
1926 def: Carter Glass (Labor), Robert M. La Follette (Progressive), Al Smith (Democratic)
46. 1929: Herbert Hoover (Republican)†
1929 def: Carter Glass (Labor), Robert M. La Follette (Progressive), Al Smith (Democratic)
47. 1929-1932: Andrew Mellon (Republican)
I'm gonna finish this later, it'll have more third parties (I promise).