Processing method of soybeans has the potential to influence dairy cow production performance, therefore we determined the effect feeding raw or roasted, ground high oleic acid soybeans (HOSB) on production responses of high-producing dairy cows. Thirty-six multiparous Holstein cows (45.6 ± 6.22 kg/d of milk; 110 ± 61 DIM) were randomly assigned to treatment sequences in a 4 × 2 Truncated Latin square design with 35-d periods. Treatments were: 1) control diet containing soybean meal and soybean hulls (CON), 2) 16% roasted and ground HOSB (RST), 3) 16% raw and ground HOSB (RAW-D), and 4) 16% raw and ground HOSB + additional rumen by-pass protein (RAW-U). High oleic acid soybeans replaced conventional soybean meal and hulls in the control diet and rumen by-pass protein replaced soybean meal in RAW-U to maintain diet nutrient composition (%DM) of ∼28.0% NDF, 21.3% forage NDF, 27.3% starch, and 17.8% CP. Fatty acid content of CON, RST, RAW-D, and RAW-U was 1.60, 4.30, 4.36, and 4.34%DM, respectively. Pre-planned contrasts included the overall effect of HOSB inclusion {CON vs. HOSOY [1/3 (RST + RAW-D + RAW-U)]}, the effect of soybean processing {RST vs. RAW [1/2 (RAW-D + RAW-U)]}, and the effect of increasing RUP content within the raw HOSB treatments (RAW-D vs RAW-U). For most variables tested, there were significant interactions between treatment and week, as HOSOY increased production variables compared with CON and RST increased production responses compared with RAW, with only the magnitude of difference varying between weeks. Overall, HOSOY increased DMI and yields of milk, 3.5% FCM, ECM, and milk fat, but did not affect milk protein yield. RST did not impact DMI but increased yields of milk, 3.5% FCM, ECM, milk fat, and milk protein. Compared with RAW-D, RAW-U increased yields of milk and milk protein and tended to increase ECM. Overall, HOSB inclusion of 16% DM increased production responses in high-producing dairy cows, but roasted HOSB had a greater impact than raw HOSB, and the addition of rumen-bypass protein positively affected milk protein response.