Path planning for optimized field-work pattern is an important task within precision farming. The decision on a particular direction and path to cultivate and manage the field is complex and can significantly affect working time, energy consumption, soil compaction and yield. This study proposed a new method for automated detection of the current cultivation direction of several thousands of agricultural fields and compared the current cultivation direction with an optimized cultivation direction generated from a path planning algorithm. Airborne imagery from 2019 was analyzed using a modified Gabor filter. The identification takes place on a sub-plot level and can therefore detect small-scale differences in cultivation direction within fields. The method for identification of current cultivation direction had a high success rate of 87.5%. Fields with a high potential to save turning maneuvers and to reduce the area of headland were identified. From 3410 fields, a total of 58162 turning maneuvers and 507 ha headland were saved. This corresponds to 14.1% of all turning maneuvers and 7.6% of the total headland area for all analyzed fields in Brandenburg. A high optimization potential was demonstrated for field paths when efficient processing directions are taken into account. The method can be extended to the analysis of satellite imagery and thus offers the possibility of identifying current cultivation directions with a high spatial and temporal resolution. In future, this knowledge can be embedded within decision support systems for real-time optimization of field machinery path planning to support sustainable cropping practices.