Systems and methods for optimizing delivery routes using fleet vehicles and third-party deliverers

Systems and methods including one or more processors and one or more non-transitory storage devices storing computing instructions configured to run on the one or more processors and perform: receiving a plurality of website orders on a website of an online retailer for delivery of a plurality of products; determining at least one fleet delivery route for delivery of the plurality of products of the plurality of website orders to a plurality of locations using a vehicle fleet of the online retailer; dynamically shuffling the at least one fleet delivery route, wherein dynamically shuffling the at least one fleet delivery route comprises: selecting a source route from the at least one fleet delivery route; selecting a first order of the plurality of web site orders from the source route, the first order scheduled to be delivered to a first location of the plurality of locations; selecting a destination route from (1) the at least one fleet delivery route and (2) one or more third-party delivery routes; evaluating a cost differential of removing the first order of the plurality of orders from the source route, as selected; and inserting the first order into a first third-party delivery route of the one or more third-party delivery routes when the cost differential of (1) removing the first order from the source route and (2) inserting the first order into the first third-party delivery route satisfies a predetermined cost differential level; and communicating the first order to a first third-party deliverer associated with the first third-party delivery route for delivery at the first location when the cost differential of (1) removing the first order from the source route and (2) inserting the first order into the first third-party delivery route satisfies the predetermined cost differential level. Additional embodiments are disclosed herein.