1493 - Navigator Christopher Columbus sights the island which he names after a Spanish abbey.
1632 - Montserrat becomes an English colony. Irish Catholics, who fled religious persecution or had served out their time as indentured servants in the British West Indies, began settling in Montserrat.
1664 - French took possession of Montserrat; slavery introduced
1768 Mar - A failed slave uprising took place on Montserrat on St. Patrick’s Day.
1782 - French invaders take possession, having previously captured the island for short periods in 1664 and 1667.
1783 - Under the Treaty of Versailles, Montserrat is returned to Britain.
1871 - Montserrat becomes part of the Leeward Islands colony. The federation is dissolved in 1956.
1956 - Leeward Islands Federation abolished; Montserrat became a separate colony
1958 - Montserrat is part of the short-lived Federation of the West Indies.
WILLIAM H. BRAMBLE AND MONTSERRAT LABOUR PARTY ADMINISTRATION
1961 - William H. Bramble's Montserrat Labour Party wins election
1962 - West Indies Federation abolished; Montserratians voted to remain a dependency of Great Britain
P. AUSTIN BRAMBLE AND PROGRESSIVE DEMOCRATIC PARTY ADMINISTRATION
1970 - Percival Austin Bramble's Progressive Democratic Party wins all 7 seats in election
1973 - Percival Austin Bramble's Progressive Democratic Party re-elected in snap election but with reduced majority (4 seats)
JOHN OSBORNE AND PROGRESSIVE LIBERATION MOVEMENT ADMINISTRATION
1978 - John Osborne's Progressive Liberation Movement wins all 7 seats in election
1983 - John Osborne's Progressive Liberation Movement re-elected but with reduced majority (5 seats)
1987 - John Osborne's Progressive Liberation Movement re-elected with further reduced majority (4 seats)
1989 - Hurricane Hugo causes widespread damage.
Police investigation into offshore finance industry leads to several arrests. Many banking licences are revoked.
REUBEN MEADE AND NATIONAL PROGRESSIVE PARTY ADMINISTRATION
1991 - Reuben Meade's newly formed National Progressive Party wins election.
1992 - Investigation into revived offshore finance industry results in closure of most offshore banks.
1995 18 July - Chances Peak volcano erupts for the first time in 350 years. Thousands are forced to evacuate. Many take up temporary residence in "safe areas" in the north; others flee to neighbouring Caribbean islands, New York and Britain.
August - Government declares a state of emergency.
December - Britain assists with rehabilitation programmes and grants millions of pounds in development aid.
1996 April - Britain announces that Montserratians will be granted residency and the right to work in the UK for up to two years.
1996 November - Coalition government formed after indecisive election with Bertrand Osborne as Chief Minister.
1997 August - David Brandt becomes Chief Minister after Osborne's resignation.
1997 25 June - Soufriere Hills volcano erupts with devastating effects. Two-thirds of the island is left uninhabitable and 19 people are killed. Plymouth, the capital, is abandoned. Montserrat's airport is closed, the island is accessible only by helicopter or boat.
1998 - Britain announces that Montserratians can apply for permanent residency.
2000 - Montserrat is put on an international list of territories deemed to be uncooperative in the fight against money-laundering. It is removed from the list in 2002 after promising to improve transparency.
JOHN OSBORNE SECOND ADMINISTRATION
2001 April - New People's Liberation Party wins 7 of 9 seats in Legislative Council, John Osborne returns as Chief Minister.
2001 July - Eruption of the Soufriere Hills volcano causes widespread disruption.
2002 May - British Overseas Territories Act grants British citizenship to Montserratians.
2003 July - Largest volcanic eruption since Chances Peak in 1995 destroys many buildings on the edge of the safe zone.
2004 August - US Department of Homeland Security revokes "temporary protected status" granted to US-based Montserratians in 1995.
2005 July - Gerald's Airport opens, replacing the W H Bramble airport which was destroyed in 1997's volcanic eruption.
LOWELL LEWIS ADMINSITRATION
2006 May/June - Elections: Lowell Lewis is sworn in as head of a coalition government after no one party gains enough seats to govern.
REUBEN MEADE SECOND ADMINISTRATION
2009 September - Reuben Meade's Movement for Change and Prosperity wins six of nine seats in parliamentary elections. Mr Meade becomes chief minister; a post he served in from 1991 - 1996.
2010 Oct – Legislative Council voted 7-2 to adopt the Montserrat Constitution Order; UK Privy Council adopted the Constitution Order 2010 as agreed upon between the people and Government of Montserrat and the FCO
2011 September - The New Constitution Order 2010 is commenced in Montserrat. Reuben Meade becomes Montserrat's first Premier.
2013 May - Montserrat, Bermuda, the British Virgin Islands, the Cayman Islands, Anguilla and the Turks and Caicos Islands sign agreements on sharing tax information with Britain, France, Germany, Italy and Spain as part of an international drive against tax evasion.
DONALDSON ROMEO ADMINISTRATION
2014 Sep - The newly formed People's Democratic Movement (PDM) won seven of nine seats in the Legislative Assembly in the 11 September 2014 election. Donaldson Romeo becomes the second Premier.
JOSEPH FARRELL ADMINISTRATION
2019 Nov – Joseph Farrell’s Movement for Change and Prosperity (MCAP) wins five of nine seats in parliamentary elections. Mr Farrell becomes the third Premier of Montserrat.