In this paper, we consider long range air-to-ground (AG) communication systems which support airborne platforms including unmanned aerial vehicles (UAVs) for real-time applications. In this system, we design tracking techniques for directional ground antennas which enable reliable AG communication regardless of dynamic maneuvers of the UAV. We apply a simple monopulse method and a fixed gain filtering algorithm to develop a single channel monopulse tracking system with an angular estimation filtering, which exploits a downlink signal without requiring a dedicated channel. Through the AG communication prototype and realistic flight tests, we evaluate the tracking accuracy performance at the distance of hundreds of kilometers and demonstrate the auto-tracking capability of the angular estimation filter. The flight test results show that the tracking accuracy of our proposed system is sufficient for long range transmission with a narrow beam antenna. Also, in the absence of the downlink signal, it is observed that the ground prototype can resume the monopulse tracking procedure, and successfully maintains the tracking accuracy.INDEX TERMS Air-to-ground communication systems, antenna tracking, estimation filter, monopulse