The data on the solubility of L-thioproline in a mole fraction scale in nine individual solvents (water, methanol, ethanol, isopropanol, acetone, acetonitrile, dichloromethane, ethyl acetate, and 1,4-dioxane) and one binary solvent mixture of water + acetonitrile was measured by a static gravimetric method from 283.15 to 333.15 K. Whether or not a neat or binary solvent system is used, the solubility is nonlinearly positively correlated with the experimental temperatures. At a given temperature, the solubility presents an order of water > acetone ≈ 1,4-dioxane > dichloromethane ≈ ethanol ≈ ethyl acetate > methanol > isopropanol > acetonitrile, which is a result of the multiple influences of many factors related to intermolecular interactions. Four thermodynamic models, including the modified Apelblat, Yaws, Jouyban−Acree, and Apelblat−Jouyban−Acree models were employed for correlating the solubility data, and the results show a satisfactory fitting effect for each model.