In this paper, we theoretically investigate the multimode self-similar pulse compression (MM-SSPC) in tapered photonic crystal fibers. To expand the self-similar theory beyond single-mode scenarios, we have discovered through analytical analysis that the width of the input pulse has a significant impact on perturbing the MM-SSPC process. We proceed to solve the multimode generalized nonlinear Schrödinger equation using numerical methods for various input pulse widths, which leads to the observation of three distinct types of multimode pulse compression. MM-SSPC only takes place when the input pulse width is comparatively longer. Our numerical results are consistent with the predictions of analytical calculations. Our results demonstrate that by using input pulses of 2.5 ps in duration, three modes can be compressed in a self-similar manner to 200 fs, which corresponds to a compression factor of 12.5. Finally, We establish the minimum input pulse width required to enable the MM-SSPC to function for the three specific modes of interest. Our findings provide an effective guidance to design pulse compressor for the generation of pedestal-free, high-energy femtosecond pulses.