Abstract: Introduction: The transition from military to civilian life can be a significant challenge for Canadian Armed Forces (CAF) Veterans, with approximately 39% experiencing difficulties. Veterans living with chronic pain face unique challenges during this transition, with impacts on their physical, mental, and social well-being. This study explores the experiences and needs of Veterans living with chronic pain during their transition to civilian life and examines the implications of chronic pain on various life domains. Methods: This qualitative and exploratory study investigated the effects of chronic pain on CAF Veterans’ transitions to civilian life. Two three-hour focus groups were held with Veterans (N = 8) to explore their experiences with pain and its impacts on their social functioning during the transition to civilian life. Data were analyzed using thematic analysis. Results: Participants reported stigmatization of pain during military service, challenges in accessing civilian health care, significant emotional and relational impacts of chronic pain, and the importance of adaptive coping strategies. Participants also highlighted the need for peer support programs and specialized chronic pain clinics to facilitate the transition to civilian life and improve Veterans’ quality of life. Discussion: Chronic pain significantly complicates CAF Veterans’ transitions to civilian life by affecting various aspects of life and adjustment processes. The findings underscore the need for enhanced access to civilian health care and Veterans Affairs Canada services, along with preventive interventions, to support Veterans’ well-being and facilitate successful transitions.