A computer-implemented system and method are provided for automatically determining rebate eligibility for purchased products. In one example, the purchased products may be travel-rebated products such as booked air travel itineraries. A database stores purchase information associated with purchased products purchased at corresponding purchase prices. A product administration system having a computer software-based product administration application interacts with the database and purchase information of a first purchased product is compared with purchase information of subsequently purchased products. The product administration application interacts with the database to determine if the first purchased a product matches a subsequently purchased product based on a set of matching criteria. The first purchased product may be eligible for a rebate if the product administration application determines that the subsequently purchased product was purchased at a lower purchase price than the purchase price for the first purchased product.