Otis Redding crash.

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19 years 4 months

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It will be 40 years ago on 10th December that Otis died.

http://oldies.about.com/b/2007/12/03/the-otis-redding-plane-crash-40-years-later.htm

December 10, 1967: Rock 'n roll singer Otis Redding (26) and four members of his Bar-Kays band were killed when their Beechcraft H18 plane crashed in icy Lake Monoma near Madison, Wisconsin, on a foggy night. Redding is best known for his hit, “Sittin' on the Dock of the Bay,” which was released after his death. Redding had recorded the song just three days earlier.

http://www.check-six.com/lib/Famous_Missing/Celebrity_Plane_Crashes.htm

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19 years 3 months

Posts: 3,614

And one who didn't... but for the intervention of a virus.
And a less-famous one who didn't due to the flip of a coin.

Waylon Jennings.
He had been touring with Buddy Holly, Richie Valens (Ricardo Valenzuela), "The Big Bopper" (J.P. Richardson), and Tommy Allsup (Waylon & Tommy were backup musicians).

They were to travel on their bus, but it had developed problems with its heater. Disgusted with the cold bus, and because Richardson had developed a fever, they chartered a single-engined aircraft... a Beechcraft Bonanza. There wasn't room for everyone, and Waylon told Richardson "go ahead, I'll ride the bus".

Allsup and Valens flipped a coin for the remaining seat, and Valens "won".

Waylon & Allsup, thinking they had got the worse deal, got on the bus, along with Dion and the Belmonts.

Shortly after takeoff into a snowstorm, the Beech crashed, killing all aboard.

Many know of Waylon Jennings, but Allsup became a producer, working with many big names in music.