Background Peripheral pump dysfunction is important in identifying manifestations of chronic venous insufficiency. The association with disease severity may define better treatment strategies. Objective To evaluate the association between peripheral muscular pump performance by heel-rise test, age, physical activity, use of compression stockings, and chronic venous insufficiency clinical severity. Methods Subjects with chronic venous insufficiency were enrolled in the study ( n = 172) and evaluated by clinical–etiology–anatomy–pathophysiology severity and heel-rise test. Results In model 1 of logistic regression, number of heel-rise test repetitions, age, and physical activity explained 47% of clinical–etiology–anatomy–pathophysiology severity ( p = 0.0001), physical activity contributed the most. In model 2, heel-rise test repetition rate, age, and physical activity explained 46.4% of clinical–etiology–anatomy–pathophysiology severity ( p = 0.0001), repetition rate contributed the most. Conclusion: There was an inverse association between muscular pump performance and physical activity with clinical–etiology–anatomy–pathophysiology severity, muscular pump repetition rate contributed to a less severe outcome.