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- January 18, 2000 - **Rare Meteorite Falls on the Ice of a Yukon Lake.
- February, 2000 - Controversy begins over mismanagement of millions of dollars of sponsorship grants.
- March 15, 2000 - House of Commons passes Clarity Act outlining conditions for another Quebec separation referendum
- March 25, 2000 - The Reform Party of Canada is dissolved and replaced with the Canadian Alliance
- May 24, 2000 - E-Coli outbreak in water supply in Walkerton, Ontario; will eventually kill nine people.
- July 14, 2000 - Tornado hits campground at Pine Lake, Alberta
- July 31, 2000 - Conrad Black's Hollinger sells most Southam newspaper holdings to CanWest.
- October 18, 2000 - **Famous Five Monument Unveiled on Parliament Hill.
- November 27, 2000 - 37th general election, Liberals, led by Jean Chrétien, are re-elected with a third majority, defeating Stockwell Day and the Canadian Alliance, the failed attempt to unite the Reform Party and the Progressive Conservatives. Former prime minister Joe Clark leads the Progressive Conservatives to a disappointing result in their final election, but is able to keep the party as an official party in the House of Commons by winning the necessary 12 seats.
- 2000 - First Homeless Allowed to Vote - First homeless people [with no fixed address] able to vote in federal election.
- 2000 - Election Advertising Controls, Electronic Voting Studies - New Canada Elections Act modernized the organization and language of the electoral legislation, and introduced new controls on election advertising by third parties. Third parties are persons and groups that play a role in the election process, but who are not candidates for office, registered political parties or their riding associations. The new Act prohibited election advertising and the publication of new election opinion poll results on election day. It also authorized the Commissioner of Canada Elections to deal with violations of the Act by obtaining court injunctions and, where the violation is an offence, through compliance agreements. In addition, the Act permitted the Chief Electoral Officer to develop and test electronic voting procedures.
- April 20, 2001 - Summit of the Americas is held in Quebec City; city divided by a high fence around much of the downtown core; People's Summit protests break out.
- September 1, 2001 - Robert Piché, from Mont-Joli, Québec saves the lives of over 300 passengers on Air Transat Flight 236 as a gas leak caused by faulty maintenance causes his plane to run out of gas over the Atlantic. When the plan's two engines die, Captain Piché pilots his Airbus 330 to a runway on the Azores in a long 20 minute glide, and lands at high-speed with only seconds to spare; 90 seconds after stopping on the runway, all passengers are evacuated safely.
- September 11, 2001 - Al Qaeda Terror Attacks in USA - 23 Canadians killed in World Trade Center attack; 2 on hijacked aircraft - 25 killed
- October 7, 2001 - Attack on Taliban regime in Afghanistan begins; Canadian fighter pilots and ground troops are involved
- 2001 - Capital Punishment - United States vs. Burns case in the Supreme Court of Canada - the Court rules that in extradition cases, the Canadian government must, "in all but exceptional cases", seek assurances that the death penalty will not be imposed, or if imposed not carried out.
- April 17, 2002 - Four Canadian infantrymen are killed, and eight injured, in Afghanistan by friendly fire from two U.S. F-16s, dropping a 230-kilogram bomb.
- November 14, 2002 - **Canadian Multiculturalism Day Proclaimed.
- 2002 - First Voting in Prison - Supreme Court of Canada rules that the section of the Canada Elections Act that prevented inmates serving sentences of more than two years from voting in federal elections was against the Canadian Charter of Rights and Freedoms; all inmates permitted to vote in federal elections, by-elections and referendums.
- 2003 - Jean Chrétien retires as Prime Minister and is replaced by Paul Martin
- March 26, 2003 - Ontario declares a public health emergency as a result of SARS (Severe Acute Respiratory Syndrome), Toronto, Ontario; to July - 44 killed
- September 29, 2003 - Hurricane Juan makes landfall as a category 2 storm at Halifax, Nova Scotia. Two people are killed directly and 5 indirectly.
- March 20, 2004 - Stephen Harper wins on the first ballot to become leader of the Conservative Party of Canada.
- June 28, 2004 - 38th general election, Liberals, led by prime minister Paul Martin, are re-elected with a minority, defeating Conservative Stephen Harper, the former leader of the Canadian Alliance and now leader of the united Conservative Party of Canada. Jack Layton's New Democrats come 1 seat short of winning enough seats to be able to guarantee the survival of Martin's government, resulting in a highly unstable parliament. The Bloc Québécois under Gilles Duceppe, which had been drifting into irrelevance, also experiences a revival due to a Quebec-based Liberal scandal. Liberals 135 seats, Conservative Party of Canada 99 seats, Bloc Québécois 54 seats, New Democratic Party 19 seats, Independent 1 seat.
- September 29, 2004 - Montreal Expos play their last game in Montreal. The team is moving to Washington, DC next season.
- August 2, 2005 - Air France Flight 358 bursts into flames while landing at Toronto Pearson International Airport.
- June 9, 2005 - The Supreme Court of Canada rules against the Quebec Health Insurance Act and Quebec Hospital Insurance Act sections that prohibit buying private health insurance for medically necessary medical services.
- March 3, 2005 - Four Royal Canadian Mounted Police officers -Peter Schiemann, Lionide Johnston, Anthony Gordon and Brock Myrol -- are killed by local thug James Roszko in a drug raid on his farm in Mayerthorpe, Alberta.
- May 8, 2005 - Steve Nash becomes the first Canadian player to win the NBA MVP Award
- September 27, 2005 - Michaëlle Jean succeeds Adrienne Clarkson as Governor General.
- December 1, 2005 - **First Government of Nunatsiavut Sworn In.
- January 23, 2006 - 39th general election, Conservatives, led by Stephen Harper, win a minority, defeating Paul Martin's Liberals, who finish 21 seats behind them. The Bloc Québécois retains most of its seats, while the New Democratic Party improve their fourth-place position. Stephen Harper the first Conservative Prime Minister in 13 years.
- February 1, 2006: Justice John Gomery releases the final report of a federal commission investigating the federal sponsorship scandal.
- February 25, 2006- **Cindy Klassen Canada's Most Decorated Olympian