Abstract: The probabilistic methods of a complex assessment of quantitative information on development of countries, regions and cities in the world are proposed and it is shown that the search for connections and regularities in databases of indicators can be established between the probabilities of joint events of observation of several main indicators. The universal technique of a complex assessment based on definition of statistical probabilities of such events is developed. On the basis of use of data of the research center new economics foundation the example of an assessment of well being of the countries is given. Such approach is alternative to expert approach of an assessment of wellbeing of the countries which is accepted at determining the world index of happiness.