This study examined the healing function of art and philosophy of Rene Magritte s painting work and the psychological experience accompanying the philosophical thought process on how he overcame Magritte s own mental suffering. Therefore, based on the previous studies, I have found that the reflection on the fundamental problems of life through philosophy has a healing function that can overcome the suffering in life. In addition, I examined the healing function in the art activity process by applying literature research. Magritte s works were analyzed by Plato s Idea and Simulacre, Hegel s dialectic, Wittgenstein s randomness and certainty, Foucault s philosophical discourse on resemblance and similitude, I tried to explore Magritte s thoughts and psychological experiences in the process of painting. As a result, in Magritte s work, we could see the affirmation of life made by the clarity of reality, the experience of insight from the stereotype, and the quest for the essence of life constantly. In addition, in Magritte s philosophical thought and painting process, we were able to discover the experience of creativity and immersion in the creative process of expressing inquiry into reality in conversation. In this way, the Magritte s philosophical thinking and process of painting were able to search for organic connection art and philosophy, suggesting that art and philosophy are complementary to each other, thus multiplying the effect.