This study presents a method to measure the contact angles of oils on a substrate in water. Diiodomethane and perfluorodecalin were used as model oils. Self-assembled monolayers (SAMs) were prepared by adjusting the mole ratio of CH3- and OH-terminated alkanethiols. The contact angles of the two oils in water increased with increasing hydrophilicity of the SAMs, and the results are contrasted with the contact angles of oils on these surfaces in air. In addition, perfluorodecalin showed higher contact angles than diiodomethane on the same surface. On the poly(N-isopropylacrylamide) (PNiPAAM) monolayer surface, the contact angles of the two oils in water decreased sharply at the transition temperature of PNiPAAM (similar to 30 degrees C), but the surface retained fairly high hydrophilicity even after the transition. The above results are correlated with atomic force microscopy (AFM) measurements of the adhesion force between protein-immobilized AFM tips (human fibrinogen and bovine serum albumin) and these monolayers.