The phenomenon of solvatomorphism in drugs always has its significance in the pharmaceutical industry and in the area of crystal engineering for various reasons. An old antifungal drug, 1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)-methoxy]ethyl]-1-H-imidazole (Miconazole), with no earlier crystal structure reported in the neat form, is observed to exhibit solvatomorphism in the solid state. The first report of the crystal structure of Miconazole, along with the structure of its three solvates, ethanol solvate, methanol solvate, and hydrate, is presented. Their crystal packing is discussed in detail, with input from energy calculations (partitioned into its Coulombic, polarization, dispersion, and repulsion contributions), by the analysis of electrostatic potential mapped on the Hirshfeld surface, three-dimensional (3D)-deformation density map, and two-dimensional (2D)-fingerprint plot by CrystalExplorer. The crystal structure of the hemihydrate of Miconazole has been reported earlier and recognized to have a different molecular packing from hydrate. Noticeably, the hemihydrate water molecule utilizes both its hydrogens in the formation of strong O-H center dot center dot center dot N hydrogen bonds in connecting the two Miconazole molecules in the asymmetric unit (Z' = 3). However, interestingly, only one hydrogen atom of the water molecule participates in hydrogen bonding to connect a Miconazole molecule in the case of hydrate (Z' = 2) and behaves similarly in the crystal packing as solvent molecules in other solvates of Miconazole. Except for hemihydrate, all other solvates of Miconazole crystallize in the triclinic space group P (1) over bar and display a similar layer of molecules (2D isostructurality) in the crystal packing. Comparison of the crystal packing of all solvates revealed the presence of similar molecular chains (one-dimensional (1D) similarity), which involve a weak C-H center dot center dot center dot Cl hydrogen bond along with a type II CCl center dot center dot center dot Cl-C halogen-halogen interaction in connecting the molecules and observed to provide similar stabilization (similar to 15 kJ/mol) in all crystal structures. Such a molecular chain was not observed in the crystal structure of Miconazole. Moreover, weak C-H center dot center dot center dot Cl hydrogen bonds and CCl center dot center dot center dot Cl-C halogen interactions in hydrate, ethanol, and methanol solvates were observed to be involved in the formation of a similar molecular packing motif in their respective crystal structures. In all structures, the presence of a s-hole and charge depletion region was detected opposite to the C-Cl s bond (manifesting polarization of electron density around the Cl atom in the crystal) by the analysis of electrostatic potential mapped on the Hirshfeld surface and 3D-deformation density plots. The type II C-Cl center dot center dot center dot Cl-C halogen-halogen interactions in all structures were observed to be attractive in nature (interaction energy is being approximately -4 kJ/mol) and characterized as a halogen bond. Furthermore, hydrogen atoms were observed to direct toward the charge concentrated region (perpendicular to the C-Cl bond) on the chlorine atom in the formation of weak C-H center dot center dot center dot Cl hydrogen bonds and a significant contribution from electrostatics toward total stabilization energy was observed when acidic hydrogen was involved in the interaction. According to lattice energy calculations, hemihydrate is the highest stable solvate of Miconazole among all, which was also found to consist of the highest number of weak interactions involving chlorine in the crystal packing, including a very short and repulsive type I C-Cl center dot center dot center dot Cl-C halogen-halogen interaction. 2D-fingerprint plots reveal that interactions such as H center dot center dot center dot Cl and Cl center dot center dot center dot Cl were the highest contributor over the Hirshfeld surface of Miconazole in all structures. Overall, the crystal structures were stabilized by a network of weak C-H center dot center dot center dot Cl hydrogen bonds and C-Cl center dot center dot center dot Cl-C halogen interactions in the presence of other weak interactions such as the C-H center dot center dot center dot O hydrogen bond, the C-H center dot center dot center dot pi hydrogen bond, and pi center dot center dot center dot pi interactions in Miconazole and its solvates as well as in the presence of a strong O-H center dot center dot center dot N hydrogen bond in solvates.