Plastic films are produced on roll to roll systems. The film products are wound in the shape of a roll for the sake of store and transportation. As environmental temperature changes during the store or transportation, internal stress of wound roll will be changed over time. If the internal stress of a wound roll is sufficiently altered, defects such as slippage or wrinkling are generated. In order to prevent these problems, predicting the thermal stress is helpful. This paper describes calculation results of unsteady thermal stress of wound roll and its experimental verification. The calculations are carried out by simultaneous equations that variables are heat conduction and radial stress. The results are verified by demonstration experiment that is conducted with wound roll in an environmental chamber.