This article aims to solve the problems of high cost, low efficiency, and task delay caused by the lack of scientific scheduling strategies during the agricultural harvest season. Considering the constraints of operation time windows, a multimachine multiobjective cross-regional collaborative operation scheduling model is constructed with the goal of minimizing the transfer distance of agricultural machinery and nonoperational scheduling costs. A multiobjective genetic algorithm (HTSMOGA) based on a hybrid time window priority rule and a tabu search strategy is designed. The initial population is generated by utilizing time window priority rules, genes with earlier operation start times are preferentially retained, and a mixed search strategy is introduced to avoid local optimal solutions. Experiments were conducted among 24 farms in a region of Hebei Province, and the results showed that, compared with other algorithms, the HTSMOGA achieved an average reduction of 17.18 % in the transfer distance of agricultural machine operations and 19.36 % in the nonoperational waiting time. Therefore, this study provides a rational and feasible solution for the cross-regional operation scheduling of agricultural machinery cooperatives and provides theoretical support for ensuring the timely completion of harvesting tasks and the cost savings and efficiency of agricultural machinery operations.