The current correlational study examines the association between internal and external military family contextual factors (e.g., parental rank, having multiple military parents, school changes, living more than 30 min from a military installation, parental deployment, relationship provisions) and military youth well-being outcomes (i.e., depressive symptoms, anxiety, self-efficacy) in a sample of children of active duty military members (i.e., military youth). Data from 749 military youth, ages 11-14, were analyzed using structural equation modeling. The model explained a reasonable amount of the variation in the outcomes of interest (r-square statistics for depressive symptoms, anxiety, and self-efficacy were .151, .018, and .086, respectively). Results indicated that military youth who reported more social provisions experienced fewer depressive symptoms and more self-efficacy. Youth who reported certain military risk factors (i.e., parental rank; living farther from the military installation; multiple school changes) were associated with decreased well-being (i.e., more depressive symptoms and anxiety and less self-efficacy). However, findings suggest that participation in military programs may serve a moderating or buffering factor for these youth.