1901 - 1914: Rising Star
- The Maiden Speech - 18 February 1901, House of Commons
- The "Tattered Flag" - 13 May 1901, House of Commons
- Free Trade League - 19 February 1904, Free Trade Hall, Manchester
- Liberalism and Socialism - 4 May 1908, Kinnaird Hall, Dundee
- The Approaching Conflict - 29 January 1909, Victoria Hall, Nottingham
- The Liberties of Britain - 10 January 1910, Friends' Institute, Birmingham
1915 - 1929: Nadir and Recovery
- The War - 5 June 1915, Dundee
- Bolshevism and Imperial Sedition - 4 November 1920, Canon Street Hotel, London
- "Present Dangers of the Socialist Movement" - 7 May 1924, Sun Hall, Liverpool
- The Gold Standard - 4 May 1925, House of Commons
- The General Strike - 3 May 1926, House of Commons
- A Disarmament Fable - 24 October 1928, Aldersbrook
- Tariffs and American Relations - 14 June 1929, Chingford, Essex
1930 - 1938: The Wilderness
1939: In the Wings
1940: Finest Hour
- A House of Many Mansions - 20 January 1940, Broadcast London
- Blood, Toil, Tears and Sweat - 13 May 1940, First Speech to the House of Commons as Prime Minister
- Be Ye Men of Valour - 19 May 1940, First Broadcast on BBC as Prime Minister
- We Shall Fight on the Beaches - 4 June 1940, House of Commons
- Their Finest Hour - 18 June 1940, House of Commons
- War of the Unknown Warriors - 14 July 1940, BBC Broadcast, London
- "The Few" - 20 August 1940, House of Commons
- Neville Chamberlain - 12 November 1940, House of Commons
1941-45: War Leader
- "Give Us the Tools" - 9 February 1941, Broadcast
- The Birth Throes of a Sublime Resolve (‘The Old Lion') - 16 June 1941
- The Fourth Climacteric - 22 June 1941
- You Do Your Worst -- And We Will Do Our Best - 14 July 1941, House of Commons
- Never Give In, Never, Never, Never - 29 October 1941, Harrow School
- Christmas Message 1941 - 24 December 1941, Washington, D.C.
- "Some Chicken; Some Neck" - 30 December 1941, Canadian Parliament
- The Price of Greatness is Responsibility - 1943, Harvard
- The Invasion of France - 6 June 1944, House of Commons
- The End of the War in Europe - 8 May 1945, Broadcast, London, and House of Commons
- This is Your Victory - 8 May 1945, Ministry of Health, London
- To V-E Day Crowds - 8 May 1945, London
1946 - 1963: Elder Statesman
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