Today’s armed forces around the world operate in complex, dynamic, and often dangerous geopolitical contexts. Military and civilian scholars alike have identified implications these challenging environments have for the nature of modern day warfare and, consequently, the need for identifying leadership paradigms enabling military leaders to respond adaptively to a wide range of strategic, operational, and tactical challenges. The creative capacity of leaders and their followers has become increasingly important in military leadership contexts. This chapter reviews the literature on creativity and leadership as it pertains to military contexts, focusing on creative attributes and behavior of leaders themselves and on leaders as facilitators of individual follower and team creativity. Suggestions for advancing the research on creativity and leadership in military contexts are offered.