A delivery system includes a plurality of delivery vehicles for delivering an article to a delivery destination with power charged in a battery that is able to be charged and discharged. The delivery vehicles are able to be charged with each other. A charging schedule including a combination of a charging vehicle and a vehicle to be charged selected from the delivery vehicles is determined based on a delivery schedule of the article and a remaining charge capacity of the battery for each of the delivery vehicles, and the delivery schedule for the charging vehicle and the vehicle to be charged is updated based on the charging schedule.