Pharmaceutical industries are looking for effective and safe drugs with fewer side effects. Solubility is one of the essential parameters in drugs synthesis and the pharmaceutical industry. Besides, solubility and bioavailability are overwhelmingly unique challenges in drug development. About forty percent of drugs do not have good solubility in water. Recently, deep eutectic solvents (DESs) have been getting attractive in the pharmaceutical industry. Studies show that DES has excellent potential to enhance drug solubility. In this study, the DES is composed of choline chloride as a hydrogen bond acceptor (HBA) and malonic acid as a hydrogen bond donor (HBD) with a molar ratio of 1:1.We measured the solubility of sertraline hydrochloride and clopidogrel bisulfate in pure water, pure DES, and their mixtures with a mass fraction of 0.1 to 0.9 and within the temperature of 293 to 313 K at atmospheric pressure. Based on the experimental data, the solubility of these drugs enhances by increasing the DES mass fraction. The solubility data were correlated using local composition models such as Wilson, NRTL, UNIQUAC and empirical models such as Jouyban-Acree, Bukowski-λh, and Modified Apelblat. Also, we calculated the thermodynamic dissolution properties such as enthalpy, Gibbs energy, and entropy of dissolution. The dissolution process of both drugs is endothermic, and solubility enhances with increasing temperature.