Disclosed is a system and method for fulfilling orders for multiple entities located on websites with distinct entity checkout systems with a single user input. The process for fulfilling orders for two entities includes receiving a first indication to purchase a first entity and a second indication to purchase a second entity, where the first entity is associated with a first retailer and the second entity is associated with a second retailer. The method also includes extracting information associated with the first and second entities from the respective web pages where the entities are available for purchase, and receiving a user input to initiate order fulfillment. The method further includes checking the availability of the entities at their respective retailers and providing alternate entities and/or retailers, if applicable. The method is completed by deploying fulfillment agents and purchase agents for completing the transactions.