A method of monitoring a milking process by a milking apparatus that includes a teatcup with a pulsation space and an airline to deliver varying levels of pressure to the pulsation space. The method includes: measuring airflow within the airline to obtain an indication of volume of displaced air within the pulsation space comparing the volume with a reference value and determining a connection parameter, indicating how the teatcup is connected to the teat, based on the comparison. The displaced air volume correlates to the extent the teat protrudes into the teatcup, thus providing information on how the teatcup is connected. Also provided is a milking system incorporating the method.