Wilsonianism, the political philosophy of President Woodrow Wilson of the USA, was seen in Europe in 1919 as a way out of the chaotic and almost hopeless situation in international relations that had emerged in the autumn of 1918. The philosophy established a new ideology of international relations based on the equality of sovereign states, a doctrine of collective security, and the preservation of peace and stability. In European and world political history, this was the beginning of a geo-political experiment that, to a large extent, continues to this day. New entities in international politics, such as the Lithuanian state, proclaimed in 1918, had to adapt to the new ideology as well. The essay provides an outline of the stimuli and obstacles to Lithuanian foreign policy in that direction in the period between the two world wars. Based on sources from Lithuanian and Russian archives, published documents and historical research, the author discusses the links between Lithuanian foreign policy and its controversial historical heritage, complex domestic political processes, and attempts to solve the problems it faced in its cooperation with Bolshevik Russia (the USSR).