In one embodiment, a system includes a memory device and a hardware processor. The memory can store multiple locations positioned along a network of streets in a geographic region. The hardware processor can assign some of the multiple locations to multiple territories associated with multiple vehicles by iteratively: determining whether an allocation threshold is met for the multiple territories and, in response to determining that the allocation threshold is unmet for at least two of the multiple territories, assigning one of the multiple locations not yet assigned to the multiple territories to one of the at least two of the multiple territories. In addition, the hardware processor can generate multiple routes connecting the multiple locations for the multiple vehicles so that each of the multiple routes connects the locations of the multiple locations assigned to one of the multiple territories.