This study analyzed how common chronic homelessness is among U.S. veterans with gambling disorder (GD). This study also identified factors associated with chronic homelessness. Data from the U.S. Department of Veterans Affairs (VA) were used. The dataset included 6,053 veterans with GD who were assessed between 2015 and 2020. Almost one-third (28.6%) of veterans with GD experienced chronic homelessness. Compared to veterans without chronic homelessness, those with chronic homelessness were more likely to be male and unemployed, and have lower educational levels and fewer years in the military. Veterans with GD and chronic homelessness had more clinical and behavioural concerns requiring treatment. For example, they had more mental health, physical health, and alcohol and drug use problems. They were also more likely to have traumatic experiences and suicidal thoughts. But they expressed less interest in psychiatric treatment.