Providing an information providing system and an information providing method capable of providing detail information required for a user to execute his/her scheduled activity smoothly.An information providing system 1 comprises an inhibition storing section 101 for preliminary storing inhibition information relating to inhibition factors corresponding to scheduled information relating to the scheduled activity; a candidate storing section 102 for preliminary storing candidate information relating to candidates of a coping method corresponding to the inhibition information; a schedule receiving section 103 for receiving the scheduled information from a communication terminal; an inhibition selecting section 104 for selecting from the inhibition storing section the inhibition information corresponding to the scheduled information; a candidate selecting section 105 for selecting from the candidate storing section the candidate information corresponding to the inhibition information; a candidate transmitting section 106 for transmitting the candidate information to the communication terminal 2; a selection receiving section 107 for receiving from the communication terminal 2, a selection information selected by the communication terminal 2; and a detail transmitting section 108 for transmitting detail information on the basis of the selection information to the communication terminal 2.