One of the EU’s ambitious goals is to ensure all plastic packaging is reusable or recyclable by 2030. However, achieving higher recycling rates, particularly in flexible multilayer food packaging, is challenging due to the combination of diverse materials. This highlights the importance of designing for recyclability and exploring alternative barrier solutions. In this study, several types of coatings, such as ORMOCER^® (Fraunhofer-ISC, Würzburg, Germany) Michem^® Flex B3513 (Michelman International Belgium SRL, Aubange, Belgium), and PVOH (Kuraray Europe GmbH, Frankfurt am Main, Germany), are applied on different polypropylene substrates, including cast PP (CPP70), SiOx, and AlOx-coated PP films. The effect of double coating and optimized curing conditions of ORMOCER^® on the oxygen permeability of CPP70 was also investigated. The results showed significant improvements in the barrier properties of PP/SiOx and OPP/AlOx films, and OTR values less than 0.1 cm³/m²·d·bar were achieved. It was also found that ORMOCER^® and Michem^® Flex B3513 could enhance the oxygen barrier property of CPP70 and the OTR value reduced by a factor of 88 and 551, respectively.