1919
- 12 January Paris Peace Conference begins.
- 21 January
- First Meeting of Dáil Éireann at the Mansion House, Dublin.
- Soloheadbeg Ambush, County Tipperary, in which two RIC officers are killed by Irish Volunteers.
- The War of Independence begins.
- 3 February Eamonn De Valera, Seán McGarry and Seán Milroy escape Lincoln Gaol.
- 1 April De Valera elected President of Dáil Éireann.
- 1 June De Valera begins a tour of the U.S.
- 28 June Versailles Treaty between Germany and Allied powers.
- 11 September Dáil Éireann declared illegal under the Criminal Law and Procedure Act 1887
- 7 October Cabinet committee on Irish self-government appointed.
- 4 November Cabinet committee proposes two parliaments: one for all nine Ulster counties, and one for ‘Southern Ireland’.
- November Irish Volunteers, Sinn Féin, the Gaelic League and Cumann na mBan proscribed
- 15 December Cabinet informed that Ulster Unionists want the scheme ‘applied only to the six Protestant counties’.
- 19 December Attempted assassination of the Lord Lieutenant Lord French by the IRA.
- 22 December Lloyd George outlines two-parliament policy to the House of Commons.
1920
- 2 January Royal Irish Constabulary enrols first British recruits, later known as the ‘Black and Tans’.
- 25 February Government of Ireland Bill introduced into Commons
- 10 March Ulster Unionist Council accepts Home Rule for six of the nine counties in Ulster excluding Cavan, Monaghan, and Donegal.
- 23 March General Nevil Macready appointed General Officer Commanding-in-Chief in Ireland.
- 25 March Black and Tans deployed
- 12 April The last chief secretary of Ireland, Hamar Greenwood, is appointed.
- 21 July Belfast riots begin
- 27 July Auxiliary Division of RIC, recruited from British ex-officers.
- 12 August Lord Mayor of Cork, Terence MacSwiney, goes on hunger strike in Brixton Prison
- 23-31 August Sectarian violence in Belfast in which 30 people are killed.
- 20 September Black and Tans sack Balbriggan, Co. Dublin.
- 22 October Ulster Special Constabulary formed
- 25 October Terence MacSwiney dies on hunger-strike
- 1 November Execution of Kevin Barry
- 21 November ‘Bloody Sunday’ in Dublin: IRA kills 14 suspected secret service agents; Auxiliaries kill 2 IRA commandants; Black and Tans fire on football crowd in Croke Park and kill 12.
- 28 November Kilmichael Ambush, Co. Cork, in which 18 Auxiliaries are killed by the IRA.
- 10 December Martial Law declared in Cork, Limerick, Kerry, and Tipperary.
- 11-12 December Cork City sacked by Auxiliaries and Black and Tans.
- 23 December
- Government of Ireland Bill enacted creating a partitioned state, Northern Ireland.
- De Valera returns to Ireland from the USA.
1921
- 4 February
- Edward Carson resigns as Ulster Unionist leader.
- James Craig elected to succeed Carson.
- 13 February Walter Long resigns from government.
- 14 March Execution of Frank Flood.
- 17 March Bonar Law resigns from government; succeeded as Conservative Party Leader by Austen Chamberlain.
- 2 May Viscount FitzAlan sworn in as Lord Lieutenant of Ireland.
- 5 May De Valera meets James Craig in Dublin.
- 13 May Election for the Second Dáil
- 24 May Election in Northern Ireland.
- 7 June James Craig appointed Prime Minister of Northern Ireland.
- 22 June George V opens Northern Ireland parliament.
- 9 July Truce between IRA and Crown forces.
- 14 July Lloyd George and De Valera meet in Downing Street.
- 7 September Lloyd George holds cabinet meeting in Inverness Town Hall.
- 29-30 September Lloyd George and De Valera agree terms of conference.
- 11 October Anglo-Irish Treaty negotiations between British Government and Dáil representatives begin.
- 6 December Anglo-Irish Treaty providing for establishment of Irish Free State as self-governing dominion signed.
- 14 December Treaty Debates.
1922
- 6 January Treaty Debates
- 7 January Dáil Éireann ratifies Anglo-Irish Treaty, 64 votes to 57.
- 9 January De Valera resigns as president of Dáil Éireann.
- 14 January Provisional Government of Ireland formed.
- 16 January Lord Lieutenant formally transfers power at Dublin Castle to Michael Collins as chairman of the provisional government.
- 21 January
- Craig-Collins pact includes guarantees for Belfast Catholics.
- World Congress of the Irish Race/ Aonach na nGaedheal held in Paris.
- 12-15 February Violence in Belfast: 27 killed, 68 wounded.
- 30 March Second Craig-Collins peace pact.
- 14 April The Four Courts seized by anti-treaty members of the IRA.
- 20 May Collins-De Valera pact provides for pro- and anti-Sinn Féin candidates at the Irish Free State election proportional to current strength.
- 16 June Irish general election. Pro-treaty 58, anti-treaty 36.
- 22 June Sir Henry Wilson shot by the IRA in London.
- 26 June Kidnapping of JJ O’Connell by anti-treaty forces.
- 28 June Free State army attacks the Four Courts marking the beginning of civil war.
- 12 August Death of Arthur Griffith.
- 22 August Michael Collins killed in County Cork by anti-treaty forces.
- 25 August William T. Cosgrave appointed chairman of the provisional government.
- 9 September William T. Cosgrave elected President of the Third Dáil.
- 23 October Andew Bonar Law appointed prime minister.
- 25 October Irish Constitution approved by Dáil.
- 17-19 November Anti-treaty IRA members executed by Free State.
- 5 December Irish Free State Constitution Act ratifies Treaty.
- 6 December
- Irish Free State established.
- Cosgrave appointed president of executive council of the Irish Free State.
- 7 December Northern Ireland opts out of the Irish Free State.
- 8 December Execution of IRA members Rory O’Connor, Liam Mellows, Richard Barrett and Joe McKelvey.
1923
- 7 March Ballyseedy Massacre in which 8 anti-treaty prisoners were killed by Free State troops in Co. Kerry.
- 10 April Liam Lynch shot by Free State army.
- 20 May Resignation of Andrew Bonar Law.
- 23 May Stanley Baldwin appointed prime minister.
- 24 May
- Republican military campaign ends when Frank Aiken issues ceasefire and dump-arms order.
- End of Irish civil war.
- 20 July Irish Free State appoints Eoin MacNeill to boundary commission.
- 27 August Cumann na nGaedheal win victory in general election
- 10 September Irish Free State enters the League of Nations.