In this study, a new assembly strategy for lyotropic chromonic liquid crystals (LCLCs) is proposed using ⁱ π– ⁱ π interactions, mainly comprising electrostatic and dispersion forces, between charged π‐electronic systems to form stacking structures supported by the hydration of triethylene glycol (TEG) units. The meso ‐TEG‐aryl‐substituted porphyrin Au ^III complex, an amphiphilic π‐electronic cation, showed diverse states and assembly modes in ion pairs depending on the coexisting counteranions. The PCCp ⁻ ion pair formed a hexagonal columnar (Col _h ) LC phase based on a charge‐by‐charge assembly, suggesting the formation of an ordered arrangement of charged π‐electronic systems through ⁱ π– ⁱ π interactions, with reduced interactions between the TEG chains. Furthermore, in the presence of water, LCLC behavior in the Col _h and nematic columnar phases according to the amount of water were observed for the PCCp ⁻ ion pair as a result of ⁱ π– ⁱ π interactions. Magnetic‐field‐induced orientation of the charge‐by‐charge columnar structures upon dehydration was observed. Furthermore, single‐stranded charge‐by‐charge columnar structures, as components of the LCLCs, were observed using transmission electron microscopy (TEM).

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