A method and system for generating alerts based on predicted wireless connection losses. A message is received that includes a first position of a mobile device, an indication of a service being provided to the mobile device via a wireless connection provided by a first bearer, and an mobile device identifier. A direction and speed of the mobile device is received. An amount of time elapsing before the mobile device moves to a second position at which the mobile device experiences a loss of the wireless connection via the first bearer is predicted. An alert that indicates that the loss is occurring in the amount of time is generated. The alert is sent to the mobile device as a response to the message.