To investigate the different responses of crops to drought stress under field conditions of Central European Climate for selected crop rotations, a field experiment was conducted at a test site in the Czech Republic from 2014 to 2021. Depending on the crop, rainout shelters were placed in late spring and early summer to study the effects of drought in the final stages of crop development. Due to these rainout shelters and the associated lower water availability for the crops during the summer, a reduction in leaf area index, biomass and yield was observed. For example, a yield decrease of more than 30% was observed for spring barley, winter rape and winter wheat compared to conditions without rainout shelters. The reduction was 25% and 18% for winter rye and silage maize, respectively, under rainout shelters. Soil moisture played a significant role in yield, where a predictive model based on monthly soil moisture explained up to 79% (winter rape) of the yield variance.