Casillas began his youth career with Real Madrid in 1990. After gaining promotion to the senior team in 1999, he remained with the club for sixteen seasons, later serving as the club's captain. During his highly successful time at the Madrid club, he won five La Liga titles (2000–01, 2002–03, 2006–07, 2007–08, 2011–12), two Copa del Rey titles (2010–11, 2013–14), four Supercopa de España titles (2001, 2003, 2008, 2012), three UEFA Champions League titles (1999–2000, 2001–02, 2013–14), two UEFA Super Cups (2002, 2014), two Intercontinental Cups (1998, 2002), and the FIFA Club World Cup (2014). With 725 appearances for the club, Casillas is Madrid's second most capped player of all-time after Raúl.