This paper is concerned with the personality dimensions and learning styles of secondary school students, attending grammar and technical vocational school. The aim of the study is to examine differences in personality traits and learning styles between students from these types of schools, as well as to determine the predictive power of personality traits for certain learning styles of students. The sample consists of 240 fourth-year students attending grammar (120) and secondary technical school (120). Research variables were measured by "NEO PI-R Personality Inventory" (according to Five-factor model) and "Index of Learning Styles" (developed within Felder-Silverman's model). The results show that grammar school students, compared with technical school students, have higher level of all personality dimensions except the Neuroticism, which is higher in technical school students. Grammar school students have higher measures of Sensor, Active and Sequential styles than students from technical school. Multiple regression analysis has shown that certain learning styles could be predicted by some personality traits. In grammar school sub-sample Openness seems to be the best predictor while Consciousness is significant predictor of learning styles in technical school. The findings are discussed in the light of possibility for better understanding the personality-learning-teaching relationships that could contribute to more effective individualization of teaching process. [For the complete Volume 14, Number 1 proceedings, see ED568088.]