Abstract: Disclosed herein are various embodiments for estimating shipping costs of items purchased on an online market. An embodiment operates by detecting a sales transaction between a seller and a buyer for an item via an online marketplace. An item vector representing the item as created by a deep learning model based on a plurality of characteristics associated with the item is received. A set of proximate vectors to the item vector, each of the proximate vectors corresponding to a past listings where a past shipping cost from shipping a product in the past listing is known are identified. A weighted average is calculated from the past shipping cost of each of the past listings. A dimensional weight of the item is estimated based on the weight average, and a shipping cost for the item is estimated based on the estimated dimensional weight prior to providing the item to a carrier.