Air Cdre Berry was so highly esteemed that he was one of few airmen chosen to lead Winston Churchill’s coffin at his funeral 20 years after World War Two.
He was awarded the CBE for his services along with the Distinguished Service Order and Distinguished Flying Cross with Bar.
The medal group, along with his log books covering the war and several aviation maps, are now being sold for the first time at auction.
They are tipped to sell for a six figure sum, not least because they belonged to one of the so-called “Few” who Churchill famously credited with saving Britain for a Nazi invasion.
In a speech to the Commons on August 20, 1940, the wartime Prime Minister said: “The gratitude of every home in our Island, in our Empire, and indeed throughout the world, except in the abodes of the guilty, goes out to the British airmen who, undaunted by odds, unwearied in their constant challenge and mortal danger, are turning the tide of the World War by their prowess and by their devotion.
“Never in the field of human conflict was so much owed by so many to so few.”
Oliver Pepys, a medals expert at London auctioneers Spink, said: “Ronald Berry was one of the Few who distinguished themselves in World War II.
“He did have such an amazing tally of kills and probable kills.
“His medals are very significant, in the fact you have a DSO and a DFC with Bar – three superb gallantry awards for World War II.
“The DFC is for the Battle of Britain. He was very much one of the Few who stopped Operation Sea Lion – Hitler’s plan to invade Britain from happening.
“The medals have never appeared on the market before.
“Prices for gallantry medals are very strong at the moment and now is as good a time as any to sell.
“It is a very good fighter pilot’s group but with these it is more about the man behind the medals.”
Air Cdre Berry, who died in 2000 aged 84, was born in Hull and joined the RAF Volunteer Reserve in 1937.
Two months after the outbreak of the war he was sent to Montrose in Scotland to help protect the airfield there and served in 603 Squadron.
Days later he was involved in one of the earliest interceptions of the war when he damaged a Heinkel III bomber.
He went on to shoot down a Junkers 88 bomber into the North Sea and have three shared kills during his time in Scotland.
Due to increasing RAF casualties, 603 Squadron was sent to south east England on August 1940 during the height of the Battle of Britain.
In September 1940 Air Cdre Berry was involved in up to four dog-fights a day and accounted for 14 different enemy aircraft in that time, earning him his first DFC.
After the Battle of Britain he was one of only eight out of the 24 original pilots from 603 Squadron left.
He was promoted from Sergeant Pilot to Squadron Leader and took part in a convoy patrols as well as providing air cover for the disastrous Dieppe Raid in 1942.
His 81 Squadron was the first to land in French North Africa in November 1942 where he had a farcical exchange with a French commander, with each claiming the other as his prisoner.
He continued to wreak havoc with the Luftwaffe, claiming more kills.
By the end of the Tunisian campaign in May 1943, he had accumulated a total of 14 enemy aircraft destroyed, 10 shared destroyed, nine probable kills, 17 damaged and seven destroyed on the ground.
After the war he was in charge of the Air Fighting Development Unit at West Raynham in Norfolk, made OBE in 1946 and CBE in 1965.
He retired with wife Nancy to Hornsea, East Yorkshire.
His medals are being sold in London on April 24.