This article explores the history of relations between Ukraine and Belarus from 2014 to 2020, highlighting the last period of improved ties between Aleksandr Lukashenko and both official Kyiv and the EU. Lukashenko successfully leveraged the events of Euromaidan and the onset of Russian aggression against Ukraine to portray himself as a "third party" acceptable to both sides of the Russian-Ukrainian conflict and to EU countries. The establishment of Minsk as a negotiating post resulted in the lifting of EU sanctions, and economic cooperation between Belarus and Ukraine grew during this time. Although Lukashenko accomplished his immediate objectives, this era ultimately failed to foster robust Belarusian-Ukrainian relations or to liberalize the conditions within Belarus. Furthermore, on February 24, 2022, Belarus emerged as an aggressor state against Ukraine, marking the end of the thaw in bilateral relations that had occurred from 2014 to 2020.