On the Tiger's Back(2002)

Overview:

Plagued by financial problems, ne'er-do-well Guido ends up in jail after faking an armed robbery at his workplace. A year later, just a few days before his release, he's forced by two dangerous inmates to take part in their jailbreak. On the run, Guido sets out to find his partner Antonella, who helped him with the robbery and still has the money.