A container transport system and method of operation can include: providing a vehicle having a subframe assembly coupled thereto, the subframe assembly including a lifting arm and a clamping arm; clamping the clamping arm onto a corner fitting of a cargo container; raising the lifting arm for raising a portion of the cargo container; inserting a jack stand below the cargo container; lowering the lifting arm for tilting the cargo container on the jack stand, the jack stand configured as a fulcrum; positioning a container trailer below the cargo container; and raising the lifting arm for pivoting the cargo container on the jack stand and lowering the cargo container onto the container trailer.