Antibacterial polyurethanes as wound-dressing material with high biocompatibility and thermal stability were developed from polyethylene glycol-200 (PEG200), 4,4′-methylenebis(cyclohexyl isocyanate) (HMDI) and β-cyclodextrin (βCD). βCD was preferred in this material because of providing biocompatibility and supporting the absorption/desorption characteristics of ciprofloxacin due to its hydrophobic gap. The β-cyclodextrin-PEG based polyurethane structures (PU-200-βCDs) was synthesized with different β-cyclodextrin:PEG:HMDI ratios. PU-200-βCDs were characterized by FTIR spectroscopy, thermal analysis, SEM, and water contact angle techniques. The biocompatibility property of polyurethane materials was determined according to the indirect cytotoxicity assay results and the PU-200-βCDs exhibited cell viability ranging from, 83.04 ± 7.28% to 99.73 ± 10.3% against L-929 cells. The hydrolytic degradability test was applied to the highest biocompatible PU-200-βCD3 structure. The mass loss of PU-200-βCD3 was determined 4.75 ± 0.86% at the end of the 28-day. Antibacterial properties of ciprofloxacin doped PU-200-βCD3 were investigated using Escherichia coli and Bacillus subtilis. The ideal polyurethane structure was selected according to its biocompatibility and antibacterial properties. This polyurethane structure was converted into wound dressing material via electrospinning technique. The obtained dressing material showed mechanical stable fiber structure. Therefore, prepared β-cyclodextrin-PEG-based polyurethane structure can be suitable for the production of wound-dressing material due to its good ciprofloxacin release properties, high stability and biocompatibility.