The objectives of this study were: (1) to describe the outcome of the Vocational High Schools (VHSs) in the field of machining expertise in the labor market, and (2) the efforts of VHSs in increasing the distribution of graduates. The location of this study was in four VHSs in the field of nationally accredited machining expertise in the Yogyakarta. The technique of data collecting used interviews and documentation. The data analysis of this study used descriptive statistics. The results of this study are: (1) Outcomes of VHSs in machining expertise in the category of work with an average of 66% (unsuccessful), in the category of entrepreneurship with an average of 9% (above standard), in the category of continuous studies with an average of 14.5% (stable), and graduates work according to expertise with 45% (good), (2) The efforts of VHSs in increasing the distribution of graduates include workshop activities, collaboration in the business and world industry, strengthen alumni associations, counseling guidance, jobs vacancies in schools, and Professional Certification Institutions. Constraints faced by VHSs in the distribution of graduates, namely: the low work motivation of graduates to work, the amount of labor needed by the labor was small compared to the number of prospective workers, and personal ability in the office of school work market was still lacking in graduate management.