Systems and methods for dynamic routing of delivery resources for delivery of items from a pickup location on or near a first planned route to a delivery location on or near a second planned route. Methods can include identifying a first route and a second route based on the pickup and delivery locations, selecting one of a predetermined plurality of transfer nodes based on the locations of the first and second routes, and sending instructions to resources traveling along the first and second routes to meet and transfer the items at the selected transfer node.