What is creativity? Can we really be creative in our reasoning? What does it mean to make a creative leap in our reasoning? What educational conditions foster such creative reasoning? Creativity is one of the most distinctive and salient features of the human experience and has consequently been widely researched. However, questions remain about how our creative potential is deployed and developed. The essence of creative thinking lies in how we go beyond established frameworks and conventional solutions. Traditional approaches to problem-solving often rely on familiar patterns, routines, or learned responses. Creativity, by contrast, breaks these patterns, enabling us to forge new connections between seemingly unrelated ideas. It involves breaking away from linear, step-by-step reasoning and entering a more fluid, intuitive mode of thought. Often, this process involves the ability to embrace ambiguity and uncertainty, as well as to tolerate the dissonance of holding multiple competing ideas in mind. The question of whether we can truly be creative in our thinking and reasoning touches on the issue of mental flexibility and the ability to transcend pre-existing knowledge or societal expectations. While everyone possesses some degree of creativity, the extent to which it can be cultivated is influenced by both individual factors—such as personality traits like openness—and external factors, like the environment we’re in or the education we receive. In relation to this, this chapter will examine pedagogies that foster creative thinking through experience and active reflection.