Water and oil repellencies of flat films are crucial properties of solid materials and some biomimetric surfaces that significantly depend on surface topography and chemical compositions [1,2]. The surface wettability is expressed indirectly by the contact angle (CA) measurements of a specific liquid droplet on these surfaces [1-4]. However, in practical systems, measurement of only equilibrium CA (?e) is not enough to explain polymer surface characteristics, so advancing (?a), receding (?r) CA's and thus the contact angle hysteresis (CAH= ?a - ?r) are required to accurately characterize the dewetting properties of the surfaces [1-9]. CAH of a surface is strongly affected from surface chemical heterogeneity and roughness. In addition, the relationship between the equilibrium and dynamic states (work of adhesion, Wa and CAH) is also an important parameter for the characterization of solid surfaces. Basically, the estimate of drop movement on a surface can be represented by Wa values, i.e., a higher Wad value causes a higher tendency of the droplet to stick on the tilt surface. In this study, the oil repellencies of flat perfluoroethyl alkyl methacrylate-styrene (Zonyl-TM-S) random copolymers, which were synthesized in a CO2-expanded monomer medium at 250 bar pressure and 80 C o were investigated with various perfluoroethylalkyl contents. Flat and transparent copolymer surfaces were formed by using dip-coated on glass slides from THF as solvent. The increase in the perfluoromethacrylate content of the flat copolymers resulted in a decrease of the total surface free energy of the flat copolymer surfaces from 19.0 to 14.2 mJ/m2. The oil repellencies of (Zonyl-TM-S) copolymers in the terms of contact angle hysteresis was compared with perfluoroethyl alkyl methacrylate-methyl methacrylate copolymer (Zonyl-TM-ran-MMA) by using oil drops with varying surface tensions between 20.9 mN/m and 26.9 mN/m. The effect of liquid surface tension and wt.% content of Zonyl-TM on oleophobicities of the surfaces were also examined. Increase in hydrocarbon chain lengths also caused an increase in the measured CA values due to the weaker adhesion interactions between the liquid drop and the solid surface. Increase in wt.% Zonyl-TM content of the copolymers resulted in a decrease in Wa values due to the increase of fluorine atoms in copolymer surfaces. The relationship between ?a) and Wa values, liquid cos?=(cos?r-cos?) and Wa values, liquid surface tensions and also perfluoro alkyl wt.% content of the copolymer were also investigated. Furthermore, the CAH and oil repellency differences between the p(Zonyl-TM-ran-S) and p(Zonyl-TM-ranMMA) thin copolymer films with similar Zonyl-TM contents were also compared within this work.An increase was found in CAH values with the increase of hydrocarbon liquid chain length and thus liquid surface tension. This is due to the increase in cohesion interactions between liquid molecules and resulted in a decrease in adhesion interactions between the solid surface and the liquid drop.