While hybrid functionals like B3LYP or PBE0 are sufficient for DFT prediction of octanol-water partition coefficients (logPo/w), the local GGA functionals tended to predict the logPtol/w values more accurately by approximately 0.3 logPtol/w units when considering basis sets of higher quality, i.e., cc-pVTZ and cc-pVQZ. This is also consistent when considering 15 and 16, where DLPNO-Solv-ccCA yielded errors of 1.41 and 1.48 logPtol/w units, respectively, and the PBE/cc-pV∞Z method yielded errors of 0.09 and 0.23 logPtol/w units, respectively. This would suggest that inclusion of exact exchange as a parameter in the functional or in the context of ab initio methods when paired with triple-or quadrupleζ basis sets negatively impact predicting logPtol/w.