Polylactide (PLA) is a commercially available thermoplastic derived from plant sugars. PLA finds applications in consumer products, disposable packaging, and textiles, among others. The widespread application of this material is limited by its brittleness, as evidence by low elongation at break, impact strength, and fracture toughness. Acrylated epoxidized soybean oil (AESO) was investigated as an additive for toughening PLA. A star polymer was developed as a compatibilizer for the blends containing PLA, AESO and soybean oil (SYBO). AESO contains acrylate groups which allow for the crosslinking of the oil during blend processing, which is advantageous to prevent loss of the oil during melt processing techniques. A quaternary blend of PLA, SYBO, AESO, and the star polymer exhibited the greatest tensile toughness, showing the viability of this approach in toughening PLA.