jailbird
/ˈdʒɛɪlbɜrd/Definitions
1. noun
A person who frequently breaks the law, especially by committing crimes that result in their being sent to jail, and is therefore often in jail.
“The serial thief was known as a jailbird and had spent half his life behind bars.”
2. noun
A person who escapes from prison but is soon recaptured.
“The jailbird managed to escape from the prison but was caught within a week.”