In a lossy media, anisotropic chiral metamaterial (MTM) structures with normal incidence asymmetric transmission of linearly polarized electromagnetic (EM) waves are investigated and analyzed in both microwave and terahertz frequency regimes. The proposed lossy structures are used to perform dynamic polarization rotation and consist of square-shaped resonators with gaps on both sides of dielectric substrates with a certain degree of rotation. Asymmetric transmission of a linearly polarized EM wave through the chiral MTMs is realized by experimental and numerical studies. The dynamic structures are adjustable via various parameters to be tuned for any desired frequency regimes. From the obtained results, the suggested structure can be used to design new polarization control devices for desired frequency regimes.