This study explored the lived experiences of Persons Deprived of Liberty (PDLs) in selected Bureau of Jail Management and Penology (BJMP) facilities in district 1 and 2 in Laguna, Philippines, using an Interpretative Phenomenological Analysis (IPA) approach. Anchored in Cognitive Appraisal Theory and Resilience Theory, the research aimed to uncover challenges faced, coping mechanisms employed, and transformations experienced during incarceration. Data were gathered through semi-structured interviews and participant observations with ten male PDLs. The findings identified emotional isolation, lack of family support, and financial struggles as key challenges. Coping mechanisms included engagement in structured programs, recreational activities, faith practices, and peer support. Transformations emphasized personal growth, the development of self-discipline, and shifts in perspective facilitated by correctional routines. This study highlights the critical roles of family involvement, peer networks, and well-designed rehabilitation programs in fostering resilience and facilitating reintegration. It provides valuable insights for developing more compassionate and effective policies to support the well-being of incarcerated individuals and address systemic issues in correctional facilities.