This study aimed to evaluate the yield and quality of winter wheat grain and soil properties in three tillage systems (TS): (1) Conventional (CT), (2) reduced (RT), and (3) no-tillage (NT). In the CT system, shallow ploughing (at a depth of 10–12 cm from soil surface) and pre-sow ploughing (at a depth of 18–22 cm from soil surface) were performed after the harvest of the previous crop (peas). In the RT system, the shallow ploughing was replaced by field cultivation, whereas pre-sow ploughing was by a tillage unit. In the NT system, a herbicide treatment with glyphosate (4 L ha−1) replaced the ploughing measures, whereas a tillage unit including a cultivator, a string roller, and a harrow was used before wheat sowing. Higher wheat yields were recorded in CT than in NT (by 4.3%) and in 2016 compared to 2015 (by 23.4%). The tillage system differentiated spike number m−2, whereas study years affected spike number m−2, grain weight per spike, and 1000 grain weight. Study years also influenced all quality traits of the grain, whereas tillage systems—only grain uniformity and ash content of the grain. A less uniform grain with a higher ash content was produced in NT than in CT and RT systems. Organic C content in the soil was higher in NT than in CT and RT systems. In turn, total nitrogen and phosphorus contents were higher in the soil from NT and RT than CT, whereas potassium and magnesium contents—in RT and NT compared to the CT system.