At present, the Southern Ocean plays an important role in the global climate system and in modern Antarctic ice sheet dynamics. Past Southern Ocean configurations are however poorly understood. This information is yet important as it may provide important insights into the climate system and past ice-sheet behavior under warmer than present day climates. Here we study Southern Ocean dynamics during the Oligocene and Miocene when reconstructed atmospheric CO2 concentrations were similar to those expected during this century. We reconstruct snapshots of late Oligocene to earliest Miocene (~24.2–23 Ma) paleoceanographic conditions in the East Antarctic Wilkes Land abyssal plain. For this, we combine marine sedimentological, geochemical (X-ray fluorescence, TEX86,), palynological and isotopic (εNd) records from ocean sediments recovered at Deep Sea Drilling Project (DSDP) Site 269. Overall, we find that sediments, delivered to the site by gravity flows and hemipelagic settling during glacial-interglacial cycles, were persistently reworked by a proto-Circumpolar Deep Water (CDW) with varying strengths that result from climatically controlled frontal system migrations. Just prior to 24 Ma, terrigenous input of predominantly fine-grained sediments deposited under weak proto-CDW intensities and poorly ventilated bottom conditions dominates. In comparison, 24 Ma marks the start of episodic events of enhanced proto-CDW current velocities, associated with coarse-grained deposits and better-ventilated bottom conditions. In particular, the dominance of P-cyst and low Calcium (Ca) in the sediments between ~ 24.2 Ma and 23.6 Ma indicate the presence of an active open ocean upwelling associated with high nutrient conditions. This is supported by TEX86-derived sea surface temperature (SST) data pointing to cool ocean conditions. From ~ 23.6 to 23.2 Ma, our records reveal an enrichment of Ca in the sediments related to increased calcareous microfossil preservation, high amounts of G-cysts and increasing TEX86-SSTs. This implies warmer water masses reaching the Antarctic margin as the polar front migrated southward. Together with the radiogenic Nd isotope data indicating modern-like CDW values, our records suggest a prominent poleward expansion of proto-CDW over our study site and reduced AABW formation during the latest Oligocene (i.e. ~23.2 Ma ago). Our findings support the notion of a fundamentally different Southern Ocean, with a weaker proto-ACC than present during the late Oligocene and the earliest Miocene.