Benning joined the Luftwaffe in 1938 and was initially posted as a flying instructor. As a transport pilot flying the Junkers Ju 52, he took part in supplying the Stalingrad pocket in early 1943, before retraining as a single engined fighter pilot with Jagdgeschwader 106 (JG 106). In June 1943 Oberfeldwebel Benning was transferred to 2./Jagdgeschwader 301 (JG 301) to operate as a "Wilde Sau" night fighter. He was transferred to 2./Jagdgeschwader 302 (JG 302) as a Leutnant, before becoming Staffelkapitän of 10./JG 301 in late 1944.
Benning was credited with 28 victories (inc. 18 four engined bombers, of which 3 were RAF Lancasters), all on the Western Front.
He studied dentistry in Hamburg, Germany, and started a dental office in Marl, Germany. He was well known as the „flying dentist“ in his area. Both of his sons became pilots as well.
After his death in 2013 a place at the Marl-Loemühle airfield was named after him where he was a founding member. The "Toni Benning Square".
Death
He died 29 September 2013, aged 95 in Recklinghausen.[2]
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Obermaier, Ernst (1989). Die Ritterkreuzträger der Luftwaffe Jagdflieger 1939 – 1945 [The Knight's Cross Bearers of the Luftwaffe Fighter Force 1939 – 1945] (in German). Mainz, Germany: Verlag Dieter Hoffmann. ISBN978-3-87341-065-7.
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Scherzer, Veit (2007). Die Ritterkreuzträger 1939–1945 Die Inhaber des Ritterkreuzes des Eisernen Kreuzes 1939 von Heer, Luftwaffe, Kriegsmarine, Waffen-SS, Volkssturm sowie mit Deutschland verbündeter Streitkräfte nach den Unterlagen des Bundesarchives [The Knight's Cross Bearers 1939–1945 The Holders of the Knight's Cross of the Iron Cross 1939 by Army, Air Force, Navy, Waffen-SS, Volkssturm and Allied Forces with Germany According to the Documents of the Federal Archives] (in German). Jena, Germany: Scherzers Militaer-Verlag. ISBN978-3-938845-17-2.