The interaction of cholesterol with 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) was investigated in insoluble miscible mixed monolayers at the air-water interface using a Langmuir balance technique. The strong condensation effects observed at all compositions were quantified on the basis of excess thermodynamic properties of the system. It was found that partial molar areas and work of compression of cholesterol in the mixed monolayers were greatly reduced and increased, respectively, at x(DOPE) of 0.8, while, in accord with the "umbrella model", the character of cholesterol monolayers was drastically affected even at mole fractions of DOPE as low as 0.2. Calculated Gibbs free energies of mixing were shown to be symmetric about equimolar lipid quantities and considerably decreased at high surface pressures. Interaction energy parameters calculated from values of excess Gibbs energy are found to decrease linearly with surface pressure at a rate of 100 kT m.N-1, regardless of composition. All evidence points out that cholesterol-DOPE molecular interactions can be adequately simulated using a simple regular mixture model.