A video signal transmission switching apparatus is disclosed. The video signal transmission switching apparatus is coupled between a source apparatus and a plurality of display apparatuses. The video signal transmission switching apparatus includes a controller, a USB Type-C connecting interface, a plurality of video output interfaces and a switching module. The controller is coupled to the source apparatus through the USB Type-C connecting interface at least including a specific channel. The controller is coupled to the plurality of display apparatus through the plurality of video output interfaces respectively. The switching module is coupled to the specific channel and coupled to the plurality of video output interfaces respectively. The switching module detects a specific signal of the plurality of display apparatus and controls the specific channel to re-perform handshaking accordingly.