A system and method of tracking energy usage in a vehicle. The method, in one implementation, involves building an energy usage prediction model, obtaining a planned route for a vehicle that contains one or more planned route segments, applying the energy usage prediction model to each planned route segment of the one or more planned route segments of the planned route to obtain an energy usage plan, receiving onboard data from the vehicle, constructing an actual route based on the onboard data, and performing a match analysis between the planned route and the actual route based on the onboard data.