The city of Valpara & iacute;so, Chile, faces significant mobility challenges due to its steep slopes, complex urban infrastructure, and socioeconomic conditions. In this direction, this study explores the potential promotion of E-bike uses by identifying the optimal routes that connect metro stations to strategic hilltop streets in the city. A hybrid methodology combining a multicriteria GIS-based analysis and an experimental study was used to evaluate potential routes and the possibility of increasing the power limitations for non-motorized mobility in Chile. Fifteen routes were assessed based on criteria including the slope, traffic safety, directionality, intersections, and travel distance. The results indicate that routes such as Cumming from Puerto and Bellavista stand out as the most viable for e-bike use given their favorable characteristics. The experimental study revealed that higher-powered E-bikes (500 W and 750 W) would be more able to overcome the steep slopes of Valpara & iacute;so, with an average speed of 5.36 km/h and 9.52 km/h on routes with a 10.88% average slope. These findings challenge the current regulatory limit of 250 W for non-motorized vehicles in Chile, highlighting the potential benefits of increasing their power limits to enhance sustainable mobility in the hilly urban contexts of this country. This study highlights the need to adapt urban mobility policies to the unique topographical conditions of each city. Future research should build upon more experimental studies, develop specific street-scale analyses using audit methods, incorporate climate-related variables, and evaluate the economic viability of e-bike infrastructure. Addressing these aspects could position Valpara & iacute;so as a leading example of sustainable urban mobility for cities facing comparable challenges.