A system and method for dynamic allocation of delivery resources is described. In an example implementation, the system may determine floating and static geographic areas based on delivery data, generate an initial mapping associating the static geographic area with addresses and/or routes, and generate one or more periodic routes based on the initial mapping. In some instances, the system may compute a route-value target for each of the periodic routes based on a load of the periodic routes and may then assign one or more floating addresses located in the one or more geographic regions to the periodic routes based on the route-value target. In some instances, the system may determine a delivery vehicle load plan based on the assignment to the routes and may automatically perform a defined operation using the delivery vehicle load plan.