An exemplary elevator destination entry system includes a passenger interface device that presents a visual representation of at least one item that will accompany a passenger on an elevator car. The passenger interface allows the passenger to select the visual representation. A controller is configured to receive indications of passenger requests for elevator service and an indication from the passenger interface device regarding a selected visual representation. The controller determines an amount of space within an elevator car required to accommodate the item based on predetermined space information corresponding to the selected visual representation. The controller assigns a car to a passenger request based on a determination that the assigned car will have adequate space to accommodate the passenger and the item.