This research was carried out to determine the leadership styles of college deans & chairpersons in a university in the Philippines as imperative to leadership are characteristics, attributes, and adaptability styles in running a college or a department. With the use of descriptive cross-sectional research design and quantitative statistical technique particularly the chi-square test, the study’s respondents involved seven (7) college deans and fifteen (15) departmental chairpersons. The Situational Leadership Model & Leadership Effectiveness and Adaptability Description Self Instrument were guiding frameworks and instruments used.