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Environmental Sustainability (ES) is a growing concern for society’s development while identifying companies’ need to define sustainability-based strategies. Small and medium-sized enterprises (SMEs) have an essential role; generating more than 60% of employment in Europe and Latin America. Numerous research exists regarding large companies’ situation on environmental topics, yet little exists on SMEs at the practical and theoretical levels. Thus, determining the variables that affect the application of ES is very relevant. This study analyzes in-depth ES factors and drivers from the SMEs’ perspective, exploring the variables influencing their implementation in these companies. The methodology employed is in-depth interviews, applied to a sample of 17 SMEs in Spain and 25 SMEs in Chile. The main findings suggest that Entrepreneurial Orientation (EO), Customer Orientation (CO), and Corporate Social Responsibility (CSR) influence ES adoption in both countries, showing similarities in the driving reasons behind them, but with certain differences in their implementation (affected by institutional context influences). Furthermore, the level of knowledge affects decision-making related to the development of high-level environmental practices. [ABSTRACT FROM AUTHOR]