Achieving the balance between work and family life needs a holistic viewpoint on how these two aspects interact. It poses a significant challenge due to its impact on individuals, organizations, and society. Research suggests that employees engaged in both spheres tend to exhibit more favorable work attitudes, and experience improved health and wellbeing. In this study, we examined the interplay between work–family dynamics and work engagement among 654 university professors in Portugal. Using several statistical methods, including confirmatory factor analysis, correlation analysis, cluster analysis, and multivariate analysis, we identified distinct conflict and facilitation patterns within work–family relationships. Our findings revealed four clusters representing different conflict-facilitation profiles: those characterized by either work → family facilitation or conflict, and, similarly, family → work facilitation or conflict. Notably, we observed a significant association between work engagement and work–family facilitation, particularly evident in dimensions such as vigor and dedication. Absorption showed fewer significant effects than the other dimensions. We discuss these results, suggesting interventions within the university professors’ careers, as well as further research directions.