The longitudinal relationship between loneliness and depression as predictors of chronic health conditions in middle-aged to older adults was investigated utilizing data collected by the Health and Retirement Study (HRS), a national representative longitudinal study of health, retirement, and aging, conducted by the Institute for Social Research (ISR) Survey Research Center (SRC) at the University of Michigan, funded by the National Institute on Aging and the Social Security Administration. The correlation between these loneliness and depression was moderate (r = .32 to r = 51). The single-item subjective self-report of loneliness was found to be an adequate measure of loneliness. A cross-lagged panel correlation and regression design was used to examine the longitudinal relationship between loneliness, depression, and chronic health conditions. A temporal precedence was indicated implying a causal relationship with depression leading to subsequent loneliness. The relationship between recurring loneliness and chronic health conditions was weak (r = .13).