Vale de Judeus is a high-security prison with a capacity of 560 inmates, according to its website.
The prison service said the escape happened on Saturday morning, at 10:00 local time (09:00 GMT).
As well as Roscaleer, the five inmates included two Portuguese men, an Argentinian and a Georgian, Portuguese media say.
The two Portuguese escapees were serving 25-year sentences for offences including drug trafficking, criminal association, theft, robbery and kidnapping, Portugal’s prison service told Reuters.
The other three had been convicted of offences such as theft, kidnapping and robbery.
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