The objective of this review was to discuss the problems related to the use of the systems designed for the transdermal delivery of the medications in the patients presenting with chronic venous disease and the approaches to the solution of these problems in the framework of modern clinical pharmacology. The processes of percutaneous absorption of drugs are considered in detail. The transdermal delivery systems are classified, and the mechanisms underlying the functioning of the self-organizing liposomal transdermal systems on a gel basis are described with special reference to the role of absorption enhancers. The place and the role of topical drugs in the treatment of chronic venous disease according to the current clinical recommendations are characterized. The classification and ranking of topical agents according to the degree of expression of their pharmacodynamic effects are presented, their similarities and differences are demonstrated. The constituent components of Detragel (a combination of aescin, essential phospholipids, and heparin sodium) are considered with the special emphasis placed on their pharmacodynamic and pharmacokinetic properties. The results of the clinical studies showing the advantages of this combination over other agents for the treatment of chronic venous diseases are presented. It is concluded that the application of the topical combined drugs for the treatment of chronic venous disease helps to reduce the severity of its clinical manifestations and to solve certain problems associated with the prescription of the systemic agents. It is concluded that the application of the topical combinations of relevant medications used for the treatment of chronic venous disease facilitates the solution of the complicated problems facing their therapy and provides a basis for the use of pharmaceutical products possessed of systemic action.