In the time when the basic formulas and approaches of the aircraft industry are based on the principles of classical science, the nature of the observed phenomena seems non-linear. Such phenomena as turbulence, flutter, buffering, disruption of the air flow can be explained by means of synergetics and system theory in the context of the post-non-classical paradigm. However, a certain contradiction can be observed: non-linear phenomena are explained by linear traditional science. That is why many formulas of aerodynamics and strength have a large empirical part. Therefore, it becomes necessary to revise the philosophical foundations of most approaches and the overall picture of the world as a whole. The use of the concepts of synergetics and system theory allows us to describe more accurately certain phenomena in aviation, which ultimately will lead to the creation of more efficient and safer aircraft. For example, we can design our aircraft not only as a complex system, but also as part of other complex systems, evaluating its effectiveness from the point of view of more ambitious and higher levels, predicting its operation and modernization in the changing conditions of the socio-political system. Moreover, the very nature of engineering creativity based on synergistic approaches will become more efficient and effective by increasing the intensity of aviation thought. Therefore, understanding the role of chance, the effect of emergence will allow us to be prepared for many surprises and black swans and also be wary about our knowledge, assessing their probabilistic nature.