Abstract: The authors of the present research suggest that we should view social adaptability as a specific relationship developed in the 'human-social environment' system but not as a feature of an object as it is traditionally defined. Based on the example of the education system, the authors analyze two conditions for developing adaptability: correspondence of goals, interests, traits of a student with targets of the education system; search for adequate methods of constructive information models for the purpose of building uncontroversial adaptive strategies that would be adequate to continuous changes in the social situation. This involves acquiring skills in processing information including contradictory information, and target-setting skills, determination and responsibiilty. The research article is based on the dialectical method and understanding human life-sustaining activity as a continuous chain of solutions of social and other contradictions. In addition, the authors have also used provisions of the systems and information approaches. They offer their definition of social adaptability as the relationship between personality and society aimed at solution of any contradictions that may appear between them. Social adaptability is viewed from the two points of view including the systems approach which allows to define criteria of social adaptability as correspondence of goals and targets of parties involved, and information approach connecting social adaptability with a student's intellectual ability to find fast solutions of difficult life situations.