This study evaluates pilots' cognitive workload and situational awareness during remote small unmanned aircraft system operations in different wind conditions. To complement the urban air mobility concept that envisions safe, sustainable, and accessible air transportation, we conduct multiple experiments in a realistic wind-aware simulator-user interface pipeline. Experiments are performed with basic and wind-aware displays in several wind conditions to assess how complex wind fields impact pilots' cognitive resources. Post-hoc analysis reveals that providing pilots with real-time wind information improves situational awareness while decreasing cognitive workload.