The Boyd Gang, a group of bank robbers, escaped from a jail in Toronto, Canada not once, but twice. They used hacksaw blades that the gang leader had hidden in his wooden foot, and bedsheets to scale the walls.
Dengler was imprisoned in a jungle prison camp during the Vietnam War. He and six other war prisoners escaped, killing three guards. He became famous as the only American soldier to escape from a prison camp successfully during the Vietnam War.
Wetzler’s is one of the few prison break stories that one can be happy about, as he escaped from Auschwitz (a Nazi concentration camp). He and a friend hid in hollowed out wood and they used Russian tobacco to keep the dogs from catching their scent. They snuck out of the camp using Dutch uniforms.
Abagnale was a con-man. While he was in jail, he worked with a friend to convince guards that he was actually an undercover inspector. His friend helped to produce cards and permits that made the rouse believable. The guards just let him out.
Sobhraj managed to sneak some drugs into the prison he was being held in, in India, and proceeded to mix them in with different sweets. He presented them to the guards, who then fell unconscious. It was pretty easy for him to leave after that.