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December 1999 : January - February - March - April - May - June - July - August - September - October - November - December
- December 2 - The United Kingdom devolves political power in Northern Ireland to the Northern Ireland Executive.
- December 3 - After rowing for 81 days and 2,962 nautical miles (5486 km), Tori Murden becomes the first woman to cross the Atlantic Ocean by rowboat alone when she reaches Guadeloupe from the Canary Islands
- December 3 - NASA loses radio contact with the Mars Polar Lander moments before the spacecraft enters the Martian atmosphere.
- December 12 - President Lt. General Umar Hasan Ahmad al-Bashir of Sudan dismisses the National Assembly during an internal power struggle between him and speaker of the Parliament Hasan al-Turabi.
- December 14 - Algerian Ahmed Ressam was arrested while crossing the United States-Canada border at Port Angeles, Washington when United States Customs found explosives in the trunk of his automobile. The arrest caused fears of a terrorist attack in the United States and was a major factor in the cancellation of a public New Year's celebration in Seattle. Ressam was later convicted in a plot to bomb Los Angeles International Airport on New Year's Eve.
- December 15 - Torrential rains caused catastrophic floods and mudslides in the coastal regions of Venezuela, killing an estimated 25,000 people and leaving 100,000 others homeless.
- December 17 - Iraq disarmament crisis: The United Nations Monitoring, Verification and Inspection Commission (Unmovic) is created to replace UNSCOM. The U.N. Security council once again orders Iraq to allow inspections teams immediate and unconditional access to any weapons sites and facilities. Iraq rejects the resolution.
- December 18 - NASA launches into orbit the Terra platform carrying five Earth Observation instruments, including ASTER, CERES, MISR, MODIS and MOPITT.
- December 20 - Macau is handed over to the People's Republic of China by Portugal. Vermont's Supreme Court orders the state to legalize same-sex unions.
- December 21 and December 22 - The Spanish Civil Guard intercepts near Calatayud (Zaragoza) a Madrid-bound van driven by ETA and loaded with 950 kg of explosives. The next day, another van loaded with 750 kg is found not far from there. The incident is known as "la caravana de la muerte" (the caravan of death). Shortly after 9/11, ETA confirmed their plan had been to blow down Torre Picasso.
- December 24 - Indian Airlines Flight 814, which was en route from Kathmandu, Nepal to Delhi, India was hijacked and taken to Kandahar, Afghanistan
- December 29 - Former Beatle George Harrison is stabbed several times in the chest by Michael Anram, who had broken into his home. Harrison's wife wrestles the knife out the assailant's hand before the police arrives. The man apparently believed that Harrison was the devil. He was later charged with attempted murder
- December 31 - Boris Yeltsin resigns as President of Russia, to be replaced by Vladimir Putin. Five hijackers, who had been holding 155 hostages on an Indian Airlines plane, leave the plane with two Islamic clerics that they had demanded be freed. Start of Millennium celebrations worldwide (technically the Millennium starts in 2001 not 2000). HM Queen Elizabeth II opens the Millennium Dome at Greenwich, London. Concerns of serious Y2K problems with computer systems. The Panama Canal
