In response to receiving a request from a user device for an on-demand crossing of a roadway at a geo-location, a method determines whether connected vehicles on the roadway are approaching the geo-location. A wait-to-cross-the-roadway message is sent to the user's device. In response to determining connected vehicles are approaching the geo-location, a direction, distance, and speed of connected vehicles relative to the geo-location are determined. Instructions are sent to the connected vehicles to reduce speed and allow the user to cross the roadway, including a message to the user device explaining a purpose of the instructions. In response to determining the one or more connected vehicles comply with the instructions, the one or more processors send a safe-to-cross message to the user, and upon detecting successful roadway crossing of the user device, instructing the connected vehicles to resume travel.