The present invention provides an information providing system, an information providing server, an information providing method, and a program for information providing system, to acquire information actually interesting to a user from sources on which the user places importance and provide the information to the user. An information providing system 1 includes an instruction acceptance unit 200 that accepts instruction information, a content-related information acquisition unit 302 that acquires content-related information, a search query generation unit 304 that generates characteristic information as search queries and associates the generated search queries with attribute information of the characteristic information, a related information acquisition unit 306 that acquires related information by using the search queries at the time when the instruction was issued, an interest area modeling unit 314 that classifies the related information into a plurality of groups and assigns weights to the groups, an interest information listing unit 316 that lists the related information in order of the weights associated with the plurality of groups, and a supply unit 318 that supplies listing information to the user.