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List of the worst skydiving aircraft accidents
14 July 2019

Within a period of just four weeks, 20 persons died in two skydiving accidents in Hawaii and Sweden. Both accidents rank among the deadliest (civilian) skydiving aircraft accidents.
On June 21, 2019, all eleven occupants of an Oahu Parachute Center Beech King Air when their aircraft rolled inverted and crashed on takeoff in Oahu, Hawaii. On July 14, and all nine on board a GA-8 Airvan died when their aircraft crashed near Umeå in Sweden.

List of all (civilian) skydiving aircraft accidents, killing ten or more:

  1. 17 killed – Cessna 208 Caravan I on 20 September 1985
    The aircraft crashed at Jenkinsburg, Georgia, USA after it spiraled down following an engine failure after takeoff.
  2. 16 killed – DHC-6 Twin Otter on 22 April 1992
    Loss of control on takeoff from Perris Valley Airport, California. Pilot feathered wrong prop after engine powerloss after takeoff.
  3. 13 killed – Antonov An-2 on 14 September 2002
    Crashed near Shalinskoye, Russia after engine failed after takeoff.
  4. 12 killed – Beechcraft C-45G Expeditor on 7 September 1992
    Loss of control after engine failure on takeoff from Hinckley, Illinois, USA.
  5. 11 killed – Beechcraft 65-A90 King Air on 21 June 2019
    Loss of control on takeoff from Dillingham Airfield Hawaii, USA.
  6. 11 killed – Piper PA-31P Pressurized Navajo on 5 July 2014
    Loss of control after engine failure shortly after takeoff from Rudniki Airport, Poland.
  7. 11 killed – Pilatus PC-6/B2-H4 Turbo Porter on 19 October 2013
    Loss of control near Namur, Belgium, when performing a barrel roll.
  8. 11 killed – Let L-410 on 1 March 2003
    The aircraft stalled and crashed near Borki, Russia, after pitching up due to moving CofG as skydivers got out at 3900m.
  9. 11 killed – Lockheed 18 Learstar II on 21 August 1983
    Crashed near Stanwood, Washington, USA after losing control due to moving CofG as skydivers got out.
  10. 10 killed – Cessna 208B Grand Caravan on 7 October 2007
    Stalled due to pilot hypoxia on a flight to their home base at Shelton, Washington, USA after a weekend of skydiving.
  11. 10 killed – Beechcraft 65-A90 King Air on 31 July 1999
    Stalled and crashed on takeoff from Marine City, Michigan, USA. 

[12. Four accidents with nine fatalities each; among those the July 14, 2019 crash of a GA-8 Airvan near Umeå].

Summarizing, of all eleven accidents killing 10+ occupants, five occurred as a result of an engine failure on takeoff.