| 1758 | James Monroe is born | James Monroe was born in Westmoreland, Virginia, in 1758. |
| 1774 | College of William and Mary | At sixteen years old, James left home to study at the College of William and Mary. However, he left college to enlist to fight in the War of Independence. |
| 1780 | Monroe gets his education | Mr. Monroe studied law under Thomas Jefferson until 1783. He was Jefferson's apprentice. |
| 1790 | Mr. Monroe is elected to the Senate | James Monroe was a young and upcoming politician. He followed Thomas Jefferson's practices, and he was elected to the United States Senate in 1790. |
| 1794 | James Monroe, ambassador to France (1794-1796) | Monroe worked with the French, smoothing ties and establishing relationships. His work as ambassador likely helped paved the way to the Louisiana Purchase later on. |
| 1799 | Governor of Virginia | After working as Ambassador, Monroe moved on to become the Governor of his home state, Virginia. He ended up being re-elected for a total of four terms. |
| 1803 | The Louisiana Purchase | Monroe helped negotiate the Louisiana Purchase from France. |
| 1812 | War of 1812 | During the war, Monroe continued working in government. He worked as the Secretary of State and the Secretary of War. |
| 1816 | James Monroe becomes President | The fourth US president, President Madison, backed Mr. Monroe for the presidential election, and Monroe easily won. |
| 1817 | Adding to the Union | During his presidency, Monroe added five states to America. They were Mississippi, Illinois, Alabama, Maine, and Missouri. |
| 1818 | Treaty of 1818 | With the help of Secretary of State John Quincy Adams, Monroe was able to stretch the United States' property from the Atlantic Ocean to the Pacific Ocean. |
| 1819 | Missouri doesn't make it into the Union | Missouri's economy was going through a depression and they applied to join the Union as a slave state. President Monroe's administration denied their request, but the Missouri Compromise was eventually passed, which had a plan to get rid of slavery. |
| 1820 | Monroe is re-elected | With a good track record during his previous presidency, President Monroe won the re-election without any problems. He was known as naming strong, influential people to his presidential cabinet. |
| 1821 | Florida is secured | President Monroe worked with his administration to purchase the Florida area. This secured it from being taken back by the Spanish. |
| 1822 | The Monroe Doctrine | Monroe's work toward making America secure became law. The Monroe Doctrine helped make it off-limits for other countries to come onto the American Continent to make new colonies. |
| 1831 | Monroe dies | President Monroe passed away after successfully serving two terms. He was 73 years old. |