We aimed to evaluate the effects of milled rapeseed (MR) supplementation of low- or high-concentrate diets on milk production and composition, fatty acids (FAs) profile, and antioxidant capacity. Sixteen Jersey dairy cows were used in a 4 × 4 Latin square design, for four periods of 4 weeks, and assigned to four treatments as a 2 × 2 factorial design. Dietary treatments consisted of iso-nitrogenated total mixed rations with high (65:35; LC—low concentrate) or low (50:50; HC—high concentrate) forage:concentrate (FC) ratios, supplemented with MR to provide 30 g oil/kg dry matter (DM) (LR and HR), or without MR supplement (L and H). Increasing the proportion of concentrates led to an increase in DM intake (DMI), net energy (NEL) intake, and milk production, but milk fat and protein content decreased. Supplementing diets with MR led to an increase in NEL intake and milk production, but did not affect DMI and milk composition. Diets supplemented with MR caused a decrease in the concentration of FAs with atherogenic effect and the increase in the level of FAs beneficial for human health (C18:1 cis-9, C18:1 trans-11, and C18:3 n-3), while the decrease in the FC ratio had a negative effect on omega-3 FAs. An improvement in the antioxidant capacity of milk was observed with diets with the high FC ratio but also by supplementing the feed with MR. These results could contribute to the development of effective strategies to improve the nutritional quality of milk without affecting the productive performance of cows.