This study aims to figure out diversity and complexity of modern design by analysing surrealistic characters of Jaime Hayon and Marcel Wanders design, who are working actively in diverse design fields including graphic design, product design, and space design. First fundamental theories of surrealism was reviewed, and structure for analysis was made by studying characters of design representation derived by surrealistic concepts. And then design projects in the fields of furniture and product design, interior space design, and project design that were performed by two designers after the year 2000 were analysed. Two designers assume critical attitudes in mass production of functional design which is made by only machines, and they have something in common pursuing creative and imaginative design by making unique artistic elements by using modern technology. In this way, they create surrealistic fantasy in their design. On the other hand Jaime Hayon and Marcel Wanders show interesting differences in modes of expression. Hayon creates unique and organic forms and characters based on his creative imagination, and he enjoys to express boldness and amusement. Wanders shows sophisticated and elegant duality by dramatic balance between intricate patterns and minimal forms. Both designers have important influences in modern design as creative leaders always pursuing new things and representing complex tendency of modern society.