Singh was serving in the No. 43 Squadron IAF, when in 1961, he was awarded the Ati Vishisht Seva Medal (then called Vishisht Seva Medal Class II). He was awarded the AVSM for "devising new procedures for training and selecting new safe routes."[5][6]
Vir Chakra
At the outbreak of the Sino-Indian War, Singh was a pilot in the No. 44 Squadron IAF. He saw action in the Chip Chap area in Ladakh, where he was awarded the third-highest war-time gallantry award, the Vir Chakra.
On 20th October 1962, Squadron Leader Chandan Singh was detailed to carry out supply dropping in the Chipchap area in Ladakh. On reaching the dropping zone, he noticed that the outposts were under heavy fire from the Chinese forces. He successfully dropped vital supplies to our garrison, although his aircraft was hit 19 times by enemy ground fire. Squadron Leader Chandan Singh displayed courage and devotion to duty in carrying out the task in complete disregard of his personal safety.
Operation: 1971 Cactus Lily
Date of Award: 07 Dec 1971
CITATION GROUP CAPTAIN CHANDAN SINGH, AVSM, VrC (3460) F(P)
Group Captain Chandan Singh is the Officer Commanding of an Air Force Station in Assam. During the recent conflict with Pakistan, he was at the forefront of the air operations conducted for the liberation of Bangla Desh. He was responsible for the planning and execution of the special helicopter operations to airlift two companies of troops to the Sylhet area. When it became necessary to overcome the obstacles in the advance of the Army towards Dacca, he planned and executed the move of nearly 3000 troops and 40 tons of equipment and heavy guns with the extremely limited helicopter force at his disposal. This operation entailed landing the troops and equipment very near heavily defended areas by night. Prior to each mission, he personally carried out reconnaissance in the face of heavy enemy fire. On the night of 7th/8th December, he flew eight missions, deep into enemy territory, to supervise the progress of the helicopter airlift and to guide and inspire his pilots who were facing heavy opposition from ground fire. Later he undertook a further 18 missions in the same operation, always leading the landings at new places. On many occasions, his helicopter was hit by ground fire, but this did not deter him from further missions. The success of this major airborne operation contributed significantly to the fall of Dacca and the capitulation of the Pakistan armed forces in Bangla Desh.
Throughout, Group Captain Chandan Singh displayed conspicuous gallantry, organising ability, determination and professional skill.