A system and method for deriving income from URL based context queries. A URL based user context query is received over a network from a user, wherein the user context comprises at least one user context criteria. A query is formulated based on the context criteria so as to search for user profile data, social network data, spatial data, temporal data, topical data and context query bid data that is available via the network and relates to the context so as to identify entries in a context query bid database that relate to user context criteria. A dynamic webpage is generated having content relating to the query and advertisements associated with the selected bid are inserted into the webpage. The dynamic webpage is transmitted to the user. The advertiser associated with the selected bid is charged a fee when a user interface event relating to the dynamic webpage occurs.