A product delivery system includes: a center server; a store server; a driver configured to be coupled with and decoupled from a carriage; and a terminal. A processor of the center server is configured to: acquire a scheduled loading time representing a completion time of loading of a product onto the carriage at the store, when order information on the product is output from the terminal to the store server; output, to the driver, an instruction for causing the driver to depart from a current position to the store in time for the scheduled loading time; and output, to the driver, an instruction for causing the driver coupled with the carriage to depart from the store to a delivery destination of the product, when acquiring, from the store server, a loading completion notification indicating that loading of the product onto the carriage has been completed at the store.