Plastics are used in cover substrates for billboards, windows, large LED signboards, lighting devices, and solar panels because they are transparent and can be colored and shaped as desired. However, when plastic cover substrates installed in outdoor environments are constantly exposed to harsh conditions such as snow, rain, dust, and wind, their transparency deteriorates owing to watermarks and dust contamination. Herein, we investigated a simple dipping-press coating method that can impart hydrophobicity while maintaining the transparency, regardless of the plastic substrate type. A highly transparent and hydrophobic coating film was formed on a plastic substrate by a two-step process, as follows: (1) application of a polydimethylsiloxane–octadecylamine coating by a dipping process, and (2) embedding (1H,1H,2H,2H-heptadecafluorodec-1-yl) phosphonic acid–aluminum oxide nanoparticles by a thermal press process. The plastic substrates on which the highly transparent and hydrophobic coating film was formed showed 150° or higher hydrophobicity and 80% or higher visible light transparency. The coating method proposed herein can easily impart hydrophobicity and is compatible with any plastic substrate that must maintain prolonged transparency without contamination when exposed to adverse conditions.