Stressors impinge on the well-being of overseas workers, given their vulnerability being far from home. The study determined the significant relationship between the extent of stress factors, such as Health, Work, Home and Family, Personal and Social and Financial stresses, and the level of wellbeing of Overseas Filipino Workers. This is a descriptive-correlational study using purposive sampling of 400 Filipino Overseas Worker currently in the country on vacation and those currently working abroad who were contacted through the Facebook Networking Site and Yahoomail Website. Mean and Pearson Product Moment Correlation or Pearson r were used as statistical tools. The Extent of Stress Factors associated with the Well-being of Overseas Filipino is moderately extensive. This means that the Overseas Filipino Workers have experienced the Stress Factors sometimes while working abroad. The level of the well-being of overseas Filipino workers is high. This means that their state of well-being is often satisfactory while working abroad. The result suggests that Filipino cultural values like “pakikisama, pakikitungo, utang na loob, bayanihan, pamamagitan, patriotism, commitment, responsibility, nationalism, compassion, goal oriented, dignity, family solidarity, competence, reliability, knowledgeable, and loyalty” and the availability of social media and electronic mails brought by Internet connections and other means of communication sustain the physical, financial, mental and spiritual well-being of OFWs while working abroad.