Originally a Rolls-Royce apprentice, he joined the Royal Air Force Volunteer Reserve, was mobilised in 1937 as a trainee pilot and was posted to
No. 615 Squadron as a sergeant pilot. Originally flying the
Gloster Gladiator biplane, the squadron converted to the new
Hawker Hurricane monoplane fighter. In April 1940 after operational training, he was commissioned in the Royal Air Force Volunteer Reserve as a
pilot officer and posted back to No. 615 Squadron. Using his experience at Rolls-Royce when a number of squadron aircraft became separated from their groundcrew in France, he showed the other pilots how to service the aircraft and they departed just before the advancing German tanks arrived. In June 1940 he was posted to
No. 242 Squadron and flew during the
Battle of Britain, one of
The Few. The squadron moved to
RAF Coltishall and Crowley-Milling flew as No. 2 to the new commanding officer
Douglas Bader. For his service with the squadron, Crowley-Milling was awarded the
Distinguished Flying Cross (DFC) on 11 April 1941. The citation read: On 13 June 1941 he became a flight commander on
No. 610 Squadron. On 21 August 1941 he was shot down over France while escorting
Stirling bombers on a raid to Lille, but with the help of the French Resistance he evaded capture. He became ill with paratyphoid in Spain and was repatriated back to Britain where he re-joined his squadron. Crowley-Milling was subsequently awarded a
Bar to his DFC on 29 September 1942: He was promoted to acting
squadron leader in September 1942 and given command of
No. 181 Squadron, who were operating the
Hawker Typhoon in the fighter-bomber role from
RAF Duxford. With another promotion to acting
wing commander he took command of
No. 121 Wing from June 1943 for four months, and was awarded the
Distinguished Service Order. In October 1943 he developed problems with his eyesight which saw him removed from operational flying and he filled a number of staff appointments until the end of the war. During his operational flying Crowley-Milling had four confirmed kills and two shared as destroyed. ==Post war==