Provided is a log information generation apparatus and the like that generates log information where log of communication via a communication network are arranged in communication occurrence order. A log information generation apparatus provides time information including a second time in an information processing apparatus to a difference calculation apparatus in accordance with communication start information transmitted to a plurality of information processing apparatuses communicably connecting to a communication network at a start of communication processing via the communication network, the difference calculation apparatus calculating a difference between a input first time and a reference time; and generates log information associating arranged time with a content of communication processing, the arranged time obtained by arranging a time of the communication processing based on the difference calculated for the second time by the difference calculation apparatus.