Growing ecological concerns and a general shift towards tailored digitized solutions in cities lead to an increased popularity of pro ecological applications, especially those associated with transport-oriented functionalities. This research focuses on the results from a testbed of a pro-environmental application deployment among early adopters. Based on quantitative and cartographic analysis enriched with interviews’ results, by applying a triangulation research approach, we are able to answer three research questions: related to potential constraints or unintended negative outcomes of pro-environmental educational applications, deviation from the intended use of these apps, as well as range of climate-responsive behaviors these applications promote. Research results allow us to analyze to what extent a pro environmental application affects users’ behavior and ecological choices. It also helps to critically evaluate potential technological weaknesses, their interaction with end users and an impact on motivations and habits of urban dwellers.