December 22, 1994 - Is removed from office after nearly nine months, after losing the support of other political parties.
1996 - Loses the election for prime minister to Romano Prodi.
December 1997 - Is sentenced to 16 months for accounting fraud at Fininvest. The sentence is later suspended.
July 1998 - Is sentenced to two years and four months and fined $5.6 million for corruption/illegal party financing, then is sentenced to two years and nine months for bribing tax inspectors. An appeals court overturns the corruption charges in October 1999: the bribery conviction is thrown out in May 2000.
May 13, 2001 - Wins the general election with 18.5 million votes to become prime minister of Italy.
February 10, 2004 - Becomes the first leader to visit Libya since Moammar Gadhafi's promise to end development of weapons of mass destruction.
April 20, 2005 - Resigns but is sworn in as the PM again after forming a new government three days later, on April 23.
September 25, 2005 - Cleared of charges of allegedly funneling money in 1991 through the holding company All Iberian to fund the Socialist Party of former Prime Minister Bettino Craxi and of false bookkeeping/ cover up of the transfers.
March 10, 2006 - Prosecutors decide that Berlusconi should be put on trial for judicial corruption.
April 19, 2006 - The Italian Supreme Court confirms Romano Prodi's April 9 election win, but Berlusconi doesn't concede and resign until May 2.
October 30, 2006 - Berlusconi and British lawyer David Mills are ordered to stand trial on charges of corruption. Berlusconi is accused of paying Mills $600,000 in exchange for favorable testimony in two cases involving the former prime minister.
November 26, 2006 - Faints while addressing a rally on live television. Doctors later state that he has an irregular heartbeat.
December 19, 2006 - Receives an implantable pacemaker at the Cleveland Clinic.
January 16, 2007 - Charges of tax fraud before 1998 and receipt of stolen goods are dropped against Berlusconi and Mills, because the offenses have passed the statute of limitations. Charges of balance sheet fraud, tax fraud and embezzlement in 1999 and 2000 still stand.
March 13, 2007 - The corruption trial against Berlusconi and David Mills begins. Both Mills and Berlusconi face prison terms from four to twelve years if convicted.
September 24, 2007 - The trial is moved to London to aid witnesses who claim traveling to Italy would be too difficult.
February 21, 2008 - Berlusconi's trial is postponed until after the election.
April 14, 2008 - Wins the Italian parliamentary elections to become the prime minister for the third time.
May 8, 2008 - Is sworn in.
May 2009 - Sex scandal involving 18-year-old prompts wife to file for divorce.