The Dynamic Weather Routes (DWR) tool is a ground-based trajectory automation system that continuously and automatically analyzes active in-flight aircraft in en route airspace to find simple modifications to flight plan routes that can save significant flying time, while avoiding weather and considering traffic conflicts, airspace sector congestion, special use airspace, and FAA routing restrictions. Trials of the DWR system have shown that significant delay savings are possible. However, some DWR advised routes are also rejected by dispatchers or modified before being accepted. Similarly, of those sent by dispatchers to flight crews as proposed route change requests, many are not accepted by air traffic control, or are modified before implementation as Center route amendments. Such actions suggest that the operational acceptability of DWR advised route corrections could be improved, which may reduce workload and increase delay savings. This paper analyzes the historical usage of different flight routings, varying from simple waypoint pairs to lengthy strings of waypoints incorporating jet routes, in order to improve DWR route acceptability. An approach is developed that can be incorporated into DWR, advising routings with high historical usage and savings potential similar to that of the nominal DWR advisory. It is hypothesized that modifying a nominal DWR routing to one that is commonly used, and nearby, will result in more actual savings since common routings are generally familiar and operationally acceptable to air traffic control. The approach allows routing segments with high historical usage to be concatenated to form routes that meet all DWR constraints. The relevance of a route's historical usage to its acceptance by dispatchers and air traffic control is quantified by analyzing historical DWR data. Results indicate that while historical usage may be less of a concern to flight dispatchers accepting or rejecting DWR advised route corrections, it may be important to air traffic control acceptance of DWR routes.