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Darko Desic, Jack Karlson, and John Killick escaped Aussie prisons
Left to right: Darko Desic, Jack Karlson, John Killick

Top three most shocking Aussie prison escapes

Escaping from prison is no easy feat, but these 3 Aussies managed it – using some of the most bizarre methods you can imagine!

Darko Desic: the 30-year fugitive

First is Darko Desic, who spent 30 years on the run after escaping Grafton Jail in 1992.  He was 13 months into a sentence for growing weed when he sawed his way out of his cell with a metal hacksaw blade.

After decades of living a quiet life as ‘Dougie’ in Sydney’s Northern Beaches, Desic handed himself over to police in 2021.

Want to know what happened next? Our new investigative series, Secrets We Keep: Jailbreak, unravels the unbelievable true story of Australia’s most puzzling fugitive. 

Start with episode 1, or search ‘Secrets We Keep’ wherever you get your podcasts.

Jack Karlson: the Aussie icon

Then there’s Jack Karlson.  Not only was he an Aussie icon, but he was a serial prison escapee.  In 1966 he jumped off a moving prison-transport train, in ‘67 he convinced a fishing boat operator to carry him off French Island’s prison, and in ‘68 he waltzed out of the cells of Sydney’s Central Local Court by impersonating a detective! 

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But he wasn’t just an opportunistic escapee.  Karlson would often act ‘mad’ when being arrested, sometimes exposing himself to officers, in the hopes of being sent to a mental institution – from where it was much easier to escape.

John Killick’s helicopter escape over Silverwater Prison / Source: Daily Telegraph

John Killick: the helicopter plot

And then there’s John Killick.  Evidently a big cinema fan, Killick enlisted his girlfriend to re-create the prison break from the movie ‘Breakout’.

She booked a helicopter ride and held the pilot at gunpoint, forcing him to land in the Silverwater Prison’s exercise yard.  

Killick jumped on board, followed by a few other eager prisoners, while guards fired at the aircraft.  The couple were successful – at least at first – until they were re-captured 45 days later.