This article analyses the dynamics of relations between Ukraine and the United States under the presidency of Donald Trump, covering the approaches of the parties to bilateral cooperation, key events and issues. It describes in detail the main features of Washington’s policy towards Ukraine during this period, the factors that shaped it and the reasons for any contradictions involved. It is noted that the course of the Trump administration’s foreign policy towards Ukraine has been shaped by three factors: strong pressure from Congress, contradictions between the president and his foreign policy team, and public suspicions of collusion between Trump’s entourage and the Kremlin in the 2016 US presidential election, which was accompanied by a bitter domestic political struggle. With no room for manoeuvre in such circumstances, the Trump administration chose the safest course of action – to continue the policy of the Obama administration with certain tactical changes designed to demonstrate a more decisive stance than its predecessor. These involved a significant increase in economic and military assistance to Ukraine, including the provision of lethal weapons and the appointment of Kurt Volker as US Special Representative for Ukraine Negotiations. Based on extensive empirical evidence, this paper also highlights the progress made and achievements with regard to cooperation in four areas that made up the Ukrainian-US relations agenda during the period covered: political dialogue, security, energy projects and the fight against corruption. The author shows that the contradictory nature of US policy towards Ukraine under Trump comprised a combination of a significant increase in military assistance and a decrease in the intensity of high-level political contacts.