A pressure booster constituting a cylinder apparatus is provided with a first piston and a second piston that are coupled to each other by a rod. A connection member provided to the second piston is configured so as to be displaceable from a connection position to a blocking position as a result of the connection member making contact with a cylinder body when the second piston is displaced in a direction where a boosting chamber contracts, and so as to be displaceable from the blocking position to the connection position as a result of the connection member making contact with the cylinder body when the second piston is displaced in a direction where the boosting chamber expands.