| 10th January 1999 | A large piece of the chalk cliff at Beachy Head collapses into the sea. |
| 27th February 1999 | Colin Prescot and Andy Elson set a new endurance record while attempting to circumnavigate the world in a hot air balloon. They had been aloft for a record 233 hours and 55 minutes. |
| 24th March 1999 | NATO launches air strikes against the Federal Republic of Yugoslavia, which refused to sign a peace treaty. This marks the first time NATO has attacked a sovereign country. |
| 24th March 1999 | A fire in the Mont Blanc Tunnel kills thirty-nine people, resulting in the tunnel staying closed for nearly three years. |
| 5th April 1999 | Two Libyans suspected of bringing down Pan Am flight 103 in 1988 are handed over to Scottish authorities for eventual trial in the Netherlands. The United Nations suspends sanctions against Libya. |
| 26th April 1999 | British television presenter Jill Dando, 37, is shot dead on the doorstep of her home in Fulham. |
| 30th April 1999 | Sir Alf Ramsey, the legendary 1966 English football manager (b. 1920) dies. |
| 26th May 1999 | The first Welsh Assembly in over 600 years opens in Cardiff. |
| 26th May 1999 | Manchester United wins the UEFA Champions League at the Nou Camp stadium, beating Bayern Munich in a dramatic extra-time finish. United claim ‘the Treble’, as they also win the FA Cup and the Premier League in 1999. |
| 27th May 1999 | The International Criminal Tribunal for the former Yugoslavia indicts Slobodan Miloševic and four others for war crimes and crimes against humanity, all committed in Kosovo. |
| 29th May 1999 | Cathy O'Dowd, a South African mountaineer, becomes the first woman to summit Mount Everest from both the north and south sides. |
| 12th June 1999 | Texas Governor George W. Bush announces he will seek the Republican Party nomination for President of the United States. |
| 22nd July 1999 | The first version of ‘MSN Messenger’ is released by Microsoft. |
| 11th August 1999 | A total solar eclipse is seen in Europe and Asia. |
| 7th September 1999 | An earthquake measuring 5.9 on the Richter scale hits Athens, killing 143 people and injuring more than 2,000. |
| 12th October 1999 | World population reaches six billion, as the United Nations declare the six billionth person is born in Sarajevo, Bosnia and Herzegovina. |
| 31st December 1999 | Boris Yeltsin resigns as President of Russia, leaving Prime Minister Vladimir Putin as the acting President. |