Several recent studies have shown that some organization members may display purposeful destructive behaviors towards the organization or other members of it. Defined as counterproductive work behaviors (CPWB), these deviant behaviors are thought to be triggered by psychological contract (PC) breaches among others. However, there is a gap in the literature about the reflections of the relationships between these two variables in educational organizations. Therefore, this study examined the relationship between PC and CPWB according to the views of teachers working at Turkish public high schools. Participants were 452 teachers from 34 public high schools in the districts of Ankara. They were asked to respond to the 'Psychological Contract Scale' and 'Counterproductive Work Behaviors Scale'. The data were analyzed through descriptive statistics as well as multivariate statistics such as Pearson correlation and canonical coefficient analyses. The results showed that Turkish public school teachers' PC perceptions were at a moderate level and CPWB sometimes occurred. Correlation analysis revealed low but significant relationships between the sub-dimensions of PC and CPWB. At the same time, the 'relational' and 'operational' sub dimensions of PC was observed to account for merely 2% of the variation in CPWB.