It dates to August 1, 1944 and is signed by Estcourt's fellow crew members and names 42 towns and cities, which the auctioneers believe was bombed by them.
Other items include two RAF 8.5lb practice bombs, Estcourt's leather flying money belt, flying sunglasses, badges, cloth maps, brass and plastic model planes, and archive material from the Te Rapa Air Force base which was closed in 1992.
The collection is up for sale at Cordy's Auctioneers in Remuera, Auckland, with an estimate of $3000 - $4000.
Auctioneer Andrew Grigg said the collection truly reflects an amazing story of "survival and luck".
"Estcourt says he got 'the rub of the green' but I can't help thinking how much more it really was," Grigg said.
"To abandon plane with his parachute half on, be the only survivor, land in a tree, then go to the nearest house, and to later end up marrying their daughter and have three children together in Fairfield, Hamilton… not to mention the 40 bombing missions… oh to have half his luck."