Recurrent Venous Thromboembolism (VTE) is regarded a chronic disease, as it often recurs in spite of effective management with anticoagulant therapy including low molecular weight heparin, fondaparinux, warfarin and newer oral anticoagulant therapy. Patients with chronic recurrent VTE, develop other complications including post-thrombophlebitic syndrome and chronic stasis venous ulcers. The scientific data behind chronic VTE is sparse, and there are no standard guidelines for managing these patients. The financial and social burden of chronic VTE is enormous, with patients suffering with chronic pain, swelling and cramps leading to impaired activities of daily living and poor quality of life. Investigations to identify the underlying cause of chronic VTE, including inherited thrombophilia workup adds to the financial burden and does not help in the management of recurrent DVT. We will review the underlying causes of recurrent VTE its prevention and management.