The unique hydrophobic and pressure-resistant concave angle microstructure of the springtail cuticle provides a new research idea for aircraft anti-icing and drag reduction with super hydrophobic air film of underwater vehicles. In this paper, a flexible hydrophobic microstructure was prepared by taking the springtail cuticle as the biomimetic object. The preparation method of“ duplicating transfer” was put forward. In order to solve the structural deformation and structural rupture problems in the process of duplicating and transferring, the technology of “soft knife and hard mold” and “interface adhesion control” were respectively improved. Based on the idea of “combination of soft and hard”, the scraping method of“ soft knife and hard mold” was adopted to avoid the structural deformation caused by residual PDMS layer. The PDMS transfer layer was replaced by PET film and surface modification was carried out to avoid excessive adhesion between the structure layer and the homogeneous material of the transfer layer. The surface contact angle of PET film was reduced from 70° to 15° by oxygen plasma modification. The arithmetic mean deviation Ra of surface contour increased from 112.15 nm to 199.74 nm, which increased by 78.1%. Oxygen/carbon (O/C) ratio increased from 0.35 to 0.45. The contact angle of the microstructure surface is 125.2°, and the droplet retraction is obvious in the bouncing behavior. The method of“ duplicating transfer” successfully realized the fabrication of flexible microstructure, and the method of“ soft knife and hard mold” significantly reduced the microstructure deformation, and the structure was successfully duplicating and the deformation was effectively controlled. After surface modification, the surface activity of PET film is increased, the structure is successfully transferred and the rupture is reduced. The results show that the flexible microstructures have good hydrophobic properties.