Summary: The present study examines the effect of polymeric tougheners on the performance of silica filled cyanate ester composites. The polymeric tougheners used have been shown to enhance cyanate ester tougheners in binary toughener/matrix systems. Tougheners that were able to form a favourable phase‐separated morphology resulted in the greatest increase in crack resistance. The addition of these tougheners resulted in minimal loss of strength, and a slight decrease in modulus. Importantly the viscosity of the compounded systems was low enough for them to be readily processable. Whilst conserving most secondary properties, toughener addition did result in a slight increase in composite hydrolytic degradation. This issue was linked to the additive/ additive compounding processes. Removal of this extra moisture should eliminate this concern, permitting the used of these composites in electronic applications.