In contemporary society, leisure activities aimed at enhancing the quality of individual life have become an important part, and their consumption continues to rise. Among them, cycling is a sport that can be enjoyed by people of all ages, professionals, and many individuals as a recreational activity. With the spread of such leisure culture, the outdoor wear market has diversified, evolving to incorporate multifunctional elements and trends. Accordingly, sports fashion items suitable for outdoor activities and stand out with trendy styles are gaining popularity. Recently, centered around the Millennials and Generation Z, the “Gorpcore look” has become a major trend, combining keywords such as smartness, the new normal, and sustainability. This style involves wearing outdoor items commonly used in athleisure and daily life, creating a unique and fashionable look. The Gorpcore look is a fashion style that matches stylish outdoor clothing, providing comfort for daily wear and incorporating functional advantages of materials, making it suitable for outdoor activities. This study developed a jacket design that can be easily used for cycling activities while aligning with the trends of Gorpcore fashion. For this research, three functional features necessary for cycling clothes were selected, and based on previous research papers, the design elements of the Gorpcore look were categorized into practicality, functionality, environmental friendliness, and color variety. Five Gorpcore cycling jacket designs, A, B, C, D, and E, were developed based on these factors. This study is significant as it provides designs that functionally integrate specific sports, such as cycling, with the Gorpcore fashion trend, offering a foundation for fashion design development that aligns with evolving fashion trends.