Chiral metal halides are triggering a huge interest for their potential use in different applicative areas such as chiroptoelectronics and spintronics due to their peculiar nonlinear optical and spin-dependent properties. In addition, their intrinsic noncentrosymmetric structure may be exploited in ferroelectric and piezoelectric devices. Lead represents the most common metal employed in the synthesis of chiral metal halides with R/S-MBA2PbI4 (MBA=methylbenzylammonium), reported by Billing in 2006 and deeply investigated for its chiroptical response in 2017, representing a sort of archetypal composition in this field. The need of getting rid of toxic lead has prompted the search of alternative metals, and several lead-free chiral metal halides including Sn, Mn, Ge, Co, Bi and Cu, have been prepared in the last years showing intriguing properties induced by the nature of central metal. Among the listed elements, copperbased systems have attracted considerable interest, with (R-/S-MBA)2CuCl4 being object of extensive investigation. These chiral metal halides have been first reported in 2016 and investigated for their biological activity by Salah and co-workers. The crystal structure shows a 0D structural motif made of a layered lamellar structure with a layer of disconnected CuCl4 tetrahedra and a bilayer of organic MBA cations. However, their chiroptical properties have been only investigated in 2020 by Hao. Through circular dichroism (CD) measurements they showed that the chirality transfer from the organic ligand to the inorganic framework led to one of the highest values of the absorption anisotropy factor (gCD) to date of the order of 0.06. The chiral (MBA)2CuCl4 has been used as an absorbing layer to prepare a circularly polarized light (CPL) detector by creating a heterojunction with a semiconducting single-walled carbon nanotube transport channel, providing a high photoresponsivity of 452 A/W, a current response of the order of microamperes, and low working voltage down to 0.01 V. Further investigation on the same material in 2021 confirmed previous results and added the evidence of second-order non-linear optical (NLO) coefficients for the chiral (R-/S-MBA)2CuCl4 films which are about 50 times larger than that of the Y-cut quartz reference at 800 nm. Copper-based chiral metal halides have been also studied for their thermochromic and ferroelectric responses. (R-/S-CTA)2CuCl4 (CTA = 3-chloro-2hydroxypropyltrimethylammonium) materials, still composed of isolated CuCl4 tetrahedra, showed switchable properties in dielectricity, conductivity, second harmonic generation (SHG), piezoelectricity, ferroelasticity, chiral, and thermochromic properties. Very recently, Das and co-workers were able to use the bromide halide for the preparation of the chiral pairs (R-/S-MBA)2CuBr4. While still composed of isolated tetrahedra, the very short (Cu-Br•••Br-Cu) lengths compared to the chloride analogue, indicates the formation of a "quasi-2D" network of CuBr4 units. Interestingly, these chiral copper metal halides present the highest values of gCD in the orange-red part of the visible spectrum among all hybrid materials reported so far. The presence of bromide brings a reduction of the band gap of about 0.8 eV with respect to (R-/S-MBA)2CuCl4, thus extending the chiroptical properties to longer wavelengths together with a peculiar broadband CD response. As can be seen, the data collected so far on chiral copper-based metal halides are limited to few ligands. However, it is well known that the nature of the chiral protonated amine has a strong impact on the structural topology and chiroptical properties. For example, in the similar lead-analogue, namely (R-/S-MBA)2PbI4, it has been shown that the halogenation of the benzene ring can modulate the optical response due to the variation of the strength of the halogen-halogen interaction in the system, leading to a variation of the circular dichroism intensity in order of (ClMBA)2PbI4>(BrMBA)2PbI4>(IMBA)2PbI4>(MBA)2PbI4>(FMBA)2PbI4. Moreover, the rational study of homologous series of chiral metal halides where the organic ligand, or the central metal, or the halide is varied, can contribute to the understanding of role of chemical degrees of freedom in impacting the structural and optical properties. For these reasons, in this paper we report the preparation of the novel (R-/S-ClMBA)2CuCl4 system (ClMBA = 4-(chloromethyl)benzylammonium), including also the racemic composition, and provide a characterization of the structural and chiroptical properties together with the analogous study on the (R-/S-MBA)2CuCl4 chiral metal halides where the chiral cation is not halogenated. The reported data, not only enlarge the plethora of copper-based chiral metal halides, but also confirm the positive role of the presence of a halide (Cl) on the benzene ring of the organic ligand in improving the CD response.