Brenden James Abbott attempted to have his incarceration declared unlawful, suing the West Australian government for wrongful imprisonment in the state's Supreme Court.
But Justice Amanda Forrester largely rejected his claims, saying some of his arguments were misguided and irrelevant.
"The applicant has been largely unsuccessful," she told the court on Thursday.
"The constitutional argument in particular was misconceived from the start."
The 63-year-old, who escaped from Fremantle Prison in 1989 asserted that sentencing laws introduced in November 1996 did not apply to him and that his WA custodial sentence lapsed while he was in custody in Queensland.
He was also seeking to challenge the constitutional validity of the laws, which require an inmate returned to prison after an escape to serve an additional imprisonment equal to one-third of the time they were at large, on top of the time they had yet to serve when escaping.
Abbott was successful in having his maximum term of imprisonment reduced, but his parole eligibility date was extended.
The court ruled Abbott was required to serve 4508 days starting April 12, 2016.
His sentence will finish on November 6, 2030, and he will be eligible for parole on August 15, 2028.
Abbott was previously eligible for parole in WA in October 23, 2026, with his maximum term expiring on January 12, 2033.
Abbott's lawyer Matthew Crowley told the court his client is likely to appeal the findings.
Abbott is a maximum security inmate at Perth's Casuarina Prison, where he is serving a 14-year sentence for bank robbery, a prison riot and escaping from Fremantle Prison in 1989.
He was extradited to Perth in May 2016 after serving 18 years in Brisbane prisons, following his recapture in Darwin in May 1998.
He had escaped from Sir David Longland Prison in Brisbane in November 1997, when he was serving a sentence for bank robberies on the Gold Coast.
Abbott had been arrested on the Gold Coast in March 1995, five-and-a-half years after he escaped from Fremantle Prison and embarked on a covert life as a fugitive, suspected of robbing banks in WA, South Australia and Queensland of up to $5 million.
In 2017, he was sentenced to a concurrent five-year jail term for the 1989 Fremantle Prison escape.