Deep eutectic solvents (DESs) as a new class of green solvents have been used to overcome the low solubility of drugs during the recent years. In this work, the effect of some DESs containing choline chloride as hydrogen bond acceptor and urea, oxalic acid and malonic acid as hydrogen bond donors have been studied on acetaminophen (ACP) solubility at temperature ranges (298.15 to 313.15) K. The results indicate that the solubility of ACP increase with increasing concentration of DES and at higher temperatures and the DES containing malonic acid have a greater impact on the solubility of acetaminophen. The solubility data were correlated by the modified Apelblat, λh (Buchowski) and Yalkowsky models which Apelblat model is more consistent with experimental data. In addition, to elucidate the interactions between the components, the thermodynamic properties including volumetric, compressibility properties have been investigated using density and speed of sound measurements at T = (288.15 to 318.15 K). The calculated thermodynamic parameters values confirm the strong solute – solvent interactions between ACP – DESs that is in agreement with solubility data.