Current scholarship suggests that Neo-Eneolithic systems of settlement and subsistence in Eastern Europe were defined by short-to-medium range migration, while sparsely populated land in peripheral regions allowed for the continual colonization of new territories. We address the Eastern Tripolye Culture (ETC), a sub-group of the Cucuteni-Tripolye cultural complex that flourished ca. 4300–2950 BC by expanding into the forest-steppe ecozone of Central Ukraine. While a general lack of multi-layer sites complicates regional chronology, we resolve several longstanding questions in Ukrainian archaeological discourse by combining traditional relative chronologies of ceramic types with high-precision AMS dating of material from key sites. We offer a revision of the chronology of Tripolye BI and BI-II, which, rather than consisting of distinct “early” and “late” temporal periods, instead constitute a single period characterized by stylistic diversity in material culture. With an absolute chronology established, we then analyze the space-time distribution of sites, revealing a southwest-to-northeast migratory vector across Central Ukraine characterized by punctuated episodes of “leapfrog” colonization. The establishment of this vector by the ETC presages larger-scale population movements by the Western Tripolye Culture (WTC), which led to the establishment of the giant-settlement phenomenon during the first part of the 4th millennium BC.