A personal audio device includes a sidetone circuit with one or more adjustable coefficients that generates a sidetone signal from the output of a first microphone. The sidetone circuit has one or more adjustable coefficients for altering the relationship between the first microphone signal and the sidetone signal. The personal audio device also includes a transducer for reproducing playback audio and the sidetone signal at an ear of a listener and a second microphone for measuring the output of the transducer as delivered to the ear of the listener. The sidetone circuit includes a calibration circuit for estimating a response of the second microphone to the sidetone signal and adjusting the coefficient of the sidetone circuit according to the estimated response.