[Object] To propose a transmitter, a receiver, a transmission method, and a receiving method through which it is possible to implement good data transmission even under conditions in which connection failure may occur in a part of transmission paths.[Solution] A transmitter includes a transmission processing unit configured to associate each of a plurality of pieces of data with any transmission path among a plurality of transmission paths and cause a transmission unit to transmit the data to an external device through the transmission path, a transmission quality information acquisition unit configured to acquire transmission quality information indicating transmission quality of each of the plurality of transmission paths, and a switch configured to switch a connection relation between the transmission processing unit and the plurality of transmission paths based on order information indicating a weight among the plurality of pieces of data and the acquired transmission quality information.