Abstract Agricultural practices shape arthropod communities in arable fields, consequently influencing their interactions and the resulting ecosystem services, in particular pest regulation. Predatory arthropods play a pivotal role by preying on herbivores, soil fauna, and on other predators. However, the intricate mechanisms through which agricultural practices shape the dietary preferences of predators, and regulate herbivore populations remain complex and inadequately understood. We assessed how fertilisation with organic fertiliser and extending crop rotations with perennial ley affected predation pressure across prey taxa. We mapped predator and prey trophic linkages with molecular analysis of carabid predator gut contents, and measured densities and taxonomic richness of predators, herbivores, and soil fauna in 19 cereal fields during three samplings across the growing season. We derived two food web structure metrics: prey vulnerability that is the average number of predators feeding on a selected prey, and predator trophic redundancy, that is dietary overlap. Prey vulnerability was compared among soil fauna, herbivores, and other predator species (that is interspecific intraguild predation) over the growing season, and across treatments. The mechanistic underpinnings of observed shifts in vulnerability of herbivorous prey at different crop stages were identified using information criteria to select among candidate variables related to the richness, density and interaction structure of the different guilds during both the current, and the previous crop stages. Agricultural diversification via organic fertilisation combined with perennial ley in the crop rotation decreased the vulnerability of both intraguild prey and soil fauna prey, and stabilised herbivore vulnerability. Mechanistically, the vulnerability of herbivorous prey at crop ripening emerges from the combination of predator richness and trophic redundancy during this sampling round, rather than from carryover effects from previous crop stages. Synthesis and applications: Our results suggest that locally provided resource continuity through diversified cropping practices bolster biological pest regulation, thus underline the importance of lesser disturbance in arable ecosystems for the provision of ecosystem services. Enhanced predator species richness together with availability of alternative prey through the season underpins this enhanced pest regulation.