Taking into account Russia's war against Ukraine and the specifics of the positions of various neighboring countries of Ukraine within the framework of the war, the question of how the interrelationships of countries look in a certain geopolitical environment, especially if these countries have different types of political regimes, becomes even more relevant. Can democracy weaken or strengthen depending on the geopolitical environment in which the country lives. Can other countries of the geopolitical environment influence in a certain way the change in the political regime of the neighbors, or, on the contrary, environmental influences do little to determine changes in political regimes, in particular – democracies, in the geopolitical context. These issues have long been considered in political science, but to date, the theoretical discussion on this problem lacks valid data based on concrete calculations. In modern conditions, the very geopolitical concept of the classical model must be revised taking into account globalization trends. The dissertation research analyzes the main theoretical approaches to the study of the essence of political regimes. The analysis reveals theoretical approaches to the problem of democracy development, the features of approaches to the typology of political regimes in view of the factors that determine the development of political regimes. The study identifies problematic issues of theoretical approaches to the study of external influences on the development of political regimes, as well as identifies differences in approaches to the definition of the concept that describes the impact of external actors on the political regime. Theoretical approaches to the concept of geopolitical environment are also systematized. Improved are the concepts of "political regime", "geopolitical environment". On the basis of improved concepts, the current methods of measuring the development of political regimes, in particular - democracies – are analyzed. Existing approaches to measuring political regimes, in particular democracies, are typified. The research determines the basic principles of the integrated concept of measuring democracies, given its application in the study of the development of democracies under the external influence of a particular geopolitical environment. Within the framework of the researched topic the main factors of development of democracy of Ukraine in 2006-2018 are analyzed according to the three indices of democracy - The Economist Democracy Index, Freedom In the World and Polity IV, which represent three different approaches to defining the essence of democratic political regime. The common and distinctive features of the three indices of democracy are revealed on the example of practical study of the development of democracy in Ukraine in 2006-2018. The main factors related to the development of democracy in Ukraine in 2006-2018 are identified within the three selected indices of democracy. Common and different factors related to the development of the political regime in Ukraine in the period 2006-2018 for the three selected indices are identified, within the basis of the integrated approach to the choice of factors measuring democracy in terms of external influences in geopolitical realm. The study analyzes the specifics of democratic trends in the chosen geopolitical environment of Ukraine in the period 2006-2018 according to the indices of democracy The Economist Democracy Index and Freedom In the World. The most sensitive factors related to the development of democracies in the chosen geopolitical environment of Ukraine in the period 2006-2018 have been identified according to The Economist Democracy Index and Freedom In the World. As a result, an integrated approach was created within the choice of factors for measuring the development of democracies in a particular geopolitical environment for Ukraine, based on the most sensitive and least sensitive factors towards external influences. The practical significance of the results of the study is the determination of the factors associated with the development of democratic regimes under the potential influence of a particular geopolitical environment, within the case of Ukraine. The results of the study provide an opportunity to analyze the dimensions of Ukraine's democratic system in terms of the most vulnerable elements that may become subject to external influences of undemocratic actors in the geopolitical environment.