The objective of this study was to assess the yield efficiency of sulphur-enhanced fertilisers, depending on the dose and application method, in a short-lived (three-year) monoculture of winter oilseed rape under the climate and soil conditions of south-eastern Poland. The experiment was carried out between 2010 and 2013 on winter oilseed rape (Brassica napus L. var. napus) of the Orlando variety, fertilised with different sulphur doses—0, 20, 40 or 60 kg S ha−1 applied in different method—soil application sowing, foliar application in the spring, and soil application sowing + foliar application in the spring (combined application). Following the harvest, seed and straw yields and the content of macroelements (N, S, P, K, Ca and Mg) in the seed and straw samples were determined. The harvest indices were also established for each of these elements. The impact of sulphur on winter oilseed rape yield depended significantly on both the dose and the application method. Even at the lowest dose (20 kg·ha−1), sulphur materially increased seed yield, regardless of the application method. With autumn soil application and foliar application, differences between the lowest dose and the higher doses (40 and 60 kg·ha−1) were not significant. However, with combined application, the highest dose (60 kg·ha−1) significantly increased yield compared to the lower doses. In general, all the fertilisation approaches significantly increased the N, P, K, Ca and Mg contents compared to the control sample, but the differences between them were not substantial. Each of the sulphur application approaches decreased the harvest index for sulphur. The foliar application of each of the doses decreased the harvest indices for N, P, K and Ca. The soil application of 20 kg·ha−1, and the mixed application of 40 and 60 kg·ha−1, all increased the harvest indices for P, K and Ca.