In urban areas, bicycles promote sustainable, efficient, and healthy mobility while reducing carbon emissions. Bicycle trips, especially those replacing car journeys, help reduce traffic congestion and lower emissions, contributing to decarbonising the transport sector. This study introduces a method for evaluating the bikeability of urban road networks through a multi-criteria analysis using Geographic Information Systems (GIS). Five key criteria are considered: accessibility, infrastructure, road features, environmental surroundings, and safety factors. A case study in a Portuguese city revealed that over 95% of the urban network has a low to moderate bikeability index (0.3–0.5), with no segments exceeding 0.7, indicating a need for significant infrastructure improvements. The analysis revealed that safety strongly influences bikeability, while road features and the surrounding environment also show positive associations. In contrast, infrastructure and accessibility displayed weaker correlations due to limited infrastructure and integration with public transport. Despite the differences, all criteria can identify distinct bikeability levels. The findings underscore the urgent need for a comprehensive cycling infrastructure, including cycle paths and improved bicycle parking. Additionally, the study highlights the need for a more robust model with stakeholder participation in future evaluations. This adaptable methodology provides a robust tool for assessing and enhancing urban bikeability, contributing to more sustainable and cyclist-friendly cities.