2D anisotropic transport of photons/electrons is crucial for constructing ultracompact on‐chip circuits. To date, the photons in organic 2D crystals usually exhibit the isotropic propagation, and the anisotropic behaviors have not yet been fully demonstrated. Now, an orientation‐controlled photon–dipole interaction strategy was proposed to rationally realize the anisotropic and isotropic 2D photon transport in two co‐crystal polymorph microplates. The monoclinic microplate adopts a nearly horizontal transition dipole moment (TDM) orientation in 2D plane, exhibiting anisotropic photon–dipole interactions and thus distinct re‐absorption waveguide losses for different 2D directions. By contrast, the triclinic plate with a vertical TDM orientation, shows 2D isotropic photon–dipole interactions and thus the same re‐absorption losses along different directions. Based on this anisotropy, a directional signal outcoupler was designed for the directional transmission of the real signals.