Nicole Stevens is a hardworking, single woman who lives with and cares for her aging mother and works part-time at a local jail. One day she gets the chance to prove herself when she is tasked with accompanying Joan Anderson, a free-spirited and unruly prisoner, on an emergency furlough to visit Anderson's dying mother. Their 36-hour journey goes hilariously - and also movingly - awry, as the two women become the unlikeliest of friends.