Predicting the future of warfare is at best a speculative affair. Any forecast can never be proposed with absolute certainty, no matter how robust the underlying analysis. The future is always somewhat uncertain. In fact, history is replete with examples of visionaries who have tried but failed to accurately divine the nature of change. Nonetheless, it is a necessary endeavour, because such is the cost of war today that the implications of failure can be far-reaching, even existential. From the Oracle of Delphi to the modern application of data analytics, military planners over the ages have sought greater clarity regarding the future conduct of war. However, there is no crystal ball for future warfare. Instead, this essay argues that historical lessons provide the best means of determining its form, but only if they are used correctly. The context behind each case study must be carefully considered by military planners who seek to learn from the past so that the observations gathered can be accurately extrapolated onto the present situation, and the resulting lessons meaningfully applied.