The effect of pour point depressants on crude oil properties is critical for ensuring smooth operations and efficient transportation. This paper presents experimentally determined characteristics of two high waxy crude oils from the Western region of Ukraine: Dolyna and Boryslav. The study demonstrates that selecting optimal additives can significantly enhance low-temperature properties, reducing the pour point and improving flowability. The selection process for depressant additives is justified, and their comparative characteristics are discussed. Considering efficiency, cost, and availability on the Ukrainian market, the depressant additives of Dodiflow brand manufactured by Clariant company and the depressant additive Rena 2210 of domestic production (Halychyna company) were chosen for the study. Among the Dodiflow variants, Dodiflow 5236 and Dodiflow 5773 exhibited the highest depressant effects for Dolyna and Boryslav high waxy oils, reducing the pour point by 15–210C at consumptions of up to 1000 ppm. The highest depressant effect of Rena 2210 additive (the pour point of oils with the additive decreased by 8–110C) was achieved only at its consumption of 1000 ppm. Further studies will investigate the effect of the most effective depressant additives on the rheological properties of oils from the Western region of Ukraine.