Abstract: A method, system, and computer-readable medium for assisting in automatically classifying items with respect to one or more predefined classification systems is described, such as for items to be delivered internationally. In some situations, the items are classified so as to select an appropriate import tax code for a destination country and/or to select an appropriate export tax code for an origination country, such as to allow calculation of estimated taxes for the items before the items are delivered. Moreover, in some such situations the automatic classifying is performed dynamically at the time an item order is being placed or considered by a customer. The estimated costs for the items can further in some situations be used to estimate total costs for delivering an item internationally, such as dynamically during the ordering process for the items so that those costs can be collected before delivering the items.