In the current study, the density and viscosity of four binary fluids comprising propiophenone (PP) and 1-hexanol up to 1-nonanol systems were reported at various temperatures (293.15, 303.15, 313.15, and 323.15 K). The mixtures' excess molar volume (V m E ) and deviation in viscosity (Δη) were calculated, yielding negative values V m E for PP + 1-hexanol up to 1-octanol, and positive for PP + 1-nonanol solutions. Additionally, viscosity deviations were negative for PP and 1-alkanol at all temperatures. The findings suggest that molecular interactions are stronger in solutions containing shorter alcohols, while a rise in the alcohol hydrocarbon chain weakens the intermolecular forces. The applicability of the PC-SAFT was tested to correlate the mixture's density, and the agreement between the two sets of data is satisfactory. Moreover, a density functional theory (DFT) computational study confirmed the formation of hydrogen bonds and the strength between the component molecules. The experimental and derived thermodynamic properties agreed with those of the DFT theoretical model.