Abstract: In today's rapidly evolving retail ecosystem, customer behavior is being reshaped by digital accessibility, technological innovation, and shifting societal trends. This study explores the differences in customer satisfaction between online and traditional shopping within the Ujjain Division, India. Using both quantitative and qualitative methods, the research evaluates demographic influences, challenges in digital retail, and consumer expectations. The findings reveal a dynamic, hybrid consumer base influenced by trust, convenience, and infrastructure availability. The study emphasizes the need for integrated omnichannel strategies and improved post-purchase services to enhance satisfaction across both platforms. It concludes with actionable recommendations and potential future research directions.