Most superhydrophobic surface fabrication techniques involve precise manufacturing process. We suggest initiated chemical vapor deposition (iCVD) as a novel CVD method to fabricate sufficiently durable superhydrophobic coating layers. The proposed method proceeds with the coating process at mild temperature (40 °C) with no need of pretreatment of the substrate surface; the pressure and temperature are optimized as process parameters. To obtain a durable superhydrophobic film, two polymeric layers are conjugated in a sequential deposition process. Specifically, 1,3,5,7-tetravinyl-1,3,5,7-tetramethylcyclotetrasiloxane (V4D4) monomer is introduced to form an organosilicon layer (pV4D4) followed by fluoropolymer formation by introducing 1H, 1H, 2H, 2H-Perfluorodecyl methacrylate (PFDMA). There is a high probability of covalent bond formation at the interface between the two layers. Accordingly, the mechanical durability of the conjugated fluoropolymer film (pV4D4-PFDMA) is reinforced because of cross-linking. The superhydrophobic coating on soft substrates, such as tissue paper and cotton fabric, was successfully demonstrated, and its durability was assessed against the mechanical stress such as tensile loading and abrasion. The results from both tests confirm the improvement of mechanical durability of the obtained film.