Biodegradable polyurethane elastomers with tunable hydrophobicity were synthesized by step-growth polymerization techniques using poly(epsilon-caprolactone) (PCL) and 4,4'-diphenylmethane diisocyanate (MDI). The prepolymer was extended with different mass ratios of chitin and 1,4-butane diol (BDO). The effect of chitin contents in chain extenders (CE) proportion on surface properties was studied and investigated. Incorporation of chitin contents into the final PU showed decrease in surface free energy and its polar component. Simultaneously, the work of water adhesion to polymer decreases significantly by increasing the chitin contents in the synthesized polymer. Contact angle measurement, water absorption and swelling behavior of the synthesized polyurethane samples were affected by varying the chitin contents in the chemical composition of the final PU. The interactions of the final PU films with solvents on the surface were displayed clear dependent on the contents of chitin in to the final polyurethane formulation. The results of different tests demonstrated that the synthesized products are a potential candidate as non-absorbable suture as previously investigated into their in vitro biocompatibility and non-toxicity [K.M. Zia, M. Zuber, I.A. Bhatti, M. Barikani, M.A. Sheikh, Int. J. Biol. Macromol. 44 (2009) 18-22].