Even more than 50 years after the ban of DDT in Germany, farmers are still affected by its persistence in contaminated soils. Depending on the crop cultivated on such soils, this often leads to low-level residues of DDT and its metabolites DDE and DDD ("DDX"), which are perceived as a risk by the food value chain. Pesticide formulations used in modern agriculture commonly contain high levels of surfactants, but so far no open-field studies have evaluated the effects of these treatments on the mobility of lipophilic contaminants, such as DDX. In this field trial, a 1.03 ha section was cultivated with Cucurbita maxima under realistic conditions to monitor the mobility of DDX in low-level contaminated agricultural soils in dependence of common pesticide applications. A typical organic treatment was compared to a conventional protocol. Soil samples were taken before and after each application. Samples from the organic section featured significantly higher extractable DDX contents in soil and water compared to the conventional section. The results show that modern pesticide treatments can have an unforeseen, yet significant influence on the mobilization and, subsequently, on the plant bioavailability of incurred DDX residues depending on the formulation composition.