The weed suppressive ability of oilseed radish (Raphanus sativus var. oleiformis Pers.) cover crop is attributed to high competitiveness for resources and biochemical effects on weeds. The oilseed radish cover crop was sown in five treatments plus an untreated control over a period of five weeks before and three weeks after winter wheat harvest. Additionally, fertilization effects on oilseed radish biomass and weed suppression were measured. The highest biomass of the cover crop was observed 12 weeks after harvest (WAH) when the oilseed radish was sown one week after harvest (1 WAH) (2015) and five weeks before harvest (5 WBH) (2016). No differences of fertilization were observed concerning oilseed radish and weed biomass in 2015, whereby increased biomass was found after fertilization in 2016. The highest weed control efficacy of up to 83% and 90% was achieved in treatments 1 WAH (2015) and 5 WBH (2016) at 12 WAH. The early sowing of oilseed radish in winter wheat resulted in low germination and biomass yield within the field, due to low precipitation in 2015. Nevertheless, there is a high potential of early sown oilseed radish for higher weed control efficacy, which was demonstrated in 2016.