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• File:89474168 cher.jpg [[Winston Churchill]] [[Category:Winston Churchill]] (200 × 271 (22 KB)) - 09:43, 21 June 2013

• File:Churchill ott.jpg [[Winston Churchill]]. Drawing by Lyn Ott in 1942. (1,099 × 1,549 (635 KB)) - 08:32, 1 December 2018

• File:Churchill ott1.jpg [[Winston Churchill]]. Drawing by Lyn Ott in 1942. (1,099 × 1,549 (619 KB)) - 08:32, 1 December 2018

• File:RossiaStalina.jpg [[Category:WInston Churchill]] (700 × 569 (79 KB)) - 08:50, 1 December 2018

• File:INF3-75 pt2 Winston Churchill.jpg English: Winston Churchill Depicted person: Winston Churchill (697 × 600 (116 KB)) - 01:25, 17 September 2019

• File:British Political Personalities 1936-1945 HU59722.jpg The 1945 General Election: Winston Churchill giving his final address, during the election campaign, at Walthamstow Stad The 1945 General Election: Winston Churchill giving his final address, during the election campaign, at Walthamstow Stad (2,415 × 1,772 (913 KB)) - 17:15, 12 May 2020

• File:Prince of Wales-5.jpg ...ference. President Franklin D. Roosevelt (left) and Prime Minister Winston Churchill are seated in the foreground. ...ference. President Franklin D. Roosevelt (left) and Prime Minister Winston Churchill are seated in the foreground. .. (740 × 587 (267 KB)) - 22:29, 11 May 2022

• File:1940.12.08.ChurchillRoosevelt.jpg 1940.12.08, Letter by [[Winston Churchill]] to [[Franklin Roosevelt]]. Get full access to the Churchill Archive (540 × 992 (185 KB)) - 09:40, 2 June 2022

• File:Churchill v sign 500px.jpg [[Winston Churchill]], 1940.05.10. Shortly after 6 pm, Winston Churchill was called by a reluctant King George VI to form a new, all-party governmen (500 × 649 (88 KB)) - 06:38, 5 June 2022