The sound pressure at the ear drum is the reference quantity for almost all applications of sound delivery to the ear, especially in hearing aid fitting. Since hearing aids are typically calibrated using the so called 2cc-coupler, the link to the individual sound pressure at the ear drum is given by the real-ear-to-coupler-difference (RECD). Nowadays, averaged RECDs are used for hearing aid fitting, which do not account for inter-individual differences in ear canal acoustics. As a consequence, resulting coupling errors may reach 15 dB for frequencies up to 10 kHz. Alternatively, there are methods for estimating individual RECDs, based on acoustic impedance measurements at the inner face of the ear mold. These methods differ in effort (e.g. the complexity of the ear canal model and fitting algorithm) and accuracy. By using an integrated ear canal microphone, individual RECD estimation could be feasible in future hearing aid fitting. In this research, six different methods to predict individual RECDs were compared using simulations as well as real ear measurements with open and closed ear molds. As a result, it appeared that relatively simple cylindrical and conical ear canal models give the best compromise between effort and accuracy.