| September 16th 1939 | | NY Yankees clinch their 11th & 4th successive pennant
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| September 16th 1939 | | 59th US Mens Tennis: Robert L Riggs beats S Welby van Horn (64 62 64)
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| September 16th 1939 | | 53rd US Womens Tennis: Alice Marble beats Helen Hull Jacobs (60 810 64)
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| September 16th 1940 | | St Louis Browns Johnny Lucadello is 2nd to HR from each side of plate
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| September 16th 1940 | | Samuel T Rayburn of Tx elected speaker of House
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| September 16th 1940 | | Luftwaffe attacks center of London
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| September 16th 1940 | | Leo Durocher suspended from Ebbetts Field for "inciting a riot"
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| September 16th 1940 | | FDR signs Selective Training & Service Act (1st peacetime draft)
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| September 16th 1940 | | Dutch SS forms
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| September 16th 1941 | | German armour troops surround Kiev Ukraine
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| September 16th 1941 | | Hitler orders for every dead German, 100 Yugoslavian be killed
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| September 16th 1941 | | Jews of Vilna Poland confined to Ghetto
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| September 16th 1942 | | Japanese attack on Port Moresby repelled
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| September 16th 1943 | | Soviet army under general Vatutin reconquer Romny
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| September 16th 1943 | | Montgomery's 8th army contacts invasion - arm forces at Salerno
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