Dec. 1, 1996: Chelsea Clinton sits with boyfriend Marc Mezvinsky on the beach at Hilton Head Island, S.C.
Jan. 20, 1997: Chelsea and Bill Clinton are pictured dancing at the Inaugural Ball.
Mar. 21, 1999: Chelsea Clinton, accompanies her mother, then-first First Lady Hillary Clinton, on a tour in Cairo, Egypt.
Nov. 18, 2004: Chelsea Clinton attends the Clinton Presidential Library dedication ceremony in Little Rock, Ark.
Mar. 31, 2008: Chelsea Clinton speaks during a campaign stop for her mother, Democratic presidential candidate Hillary Rodham Clinton, at North Carolina State University, Raleigh.
June 7, 2008: Chelsea Clinton and former U.S. President Bill Clinton watch as US democratic U.S. Democratic presidential candidate Senator Hillary Clinton delivers her concession speech for the Democratic presidential primary nomination.
Feb. 2, 2009: Chelsea Clinton joins former U.S. President Bill Clinton and Hillary Clinton during Hillary Clinton's ceremonial swearing-in as secretary of state.
Chelsea Clinton, 29, the daughter of former U.S. President Bill Clinton and current Secretary of State Hillary Clinton announced the engagement to her long-time beau, investment banker Marc Mezvinsky. From curly locks to a pin-straight bob, Fox News gathered photos old and new to reveal Chelsea's transformation through the years.