A device can receive, from a client device, a request to modify a schedule that includes information identifying the set of deliveries that the fleet of vehicles is to perform. The device can generate a set of modified schedules using information included in the request and one or more routing techniques. The device can determine, for each modified schedule, of the set of modified schedules, one or more scores for ranking the set of modified schedules, such as a projected delivery time score, an operational cost score, and/or an overall score. The device can provide the set of modified schedules that have been scored to the client device. The device can receive a modified schedule that has been selected by the client device. The device can deploy the selected modified schedule to instruct the fleet of vehicles to perform an updated set of deliveries associated with the selected modified schedule.