There is provided a communication status measurement device wirelessly connected to a public network and communicating with a server connected to the public network through a communication channel determined in advance. A measurement unit repeatedly measures a time since a dummy packet is transmitted to the server until an acknowledgement packet corresponding to the dummy packet is received. A pattern calculation unit calculates a pattern obtained by removing a component at frequencies more than a first frequency from a pattern of variations in a measured value. An RTT acquisition unit that acquires a round trip time, which is used to calculate an actual bandwidth of the communication channel, on a basis of the calculated pattern. An implementation unit implements a virtual private network in the communication status measurement device itself. The dummy packet is transmitted and the acknowledgement packet is received via the virtual private network and the public network.