This study aims to explore Shanghai City in the field of vision under a flâneur’s gaze with "Shanghai Dream-The Travel Notes of My Resplendent and Desolate Shanghai Trip" by Wen-yin Chung as the research material, as well as the presentation of time and space in and the characteristics of the text, to further analyze the field of vision and city image in the text. Because this writing was based on the travelling, it can be seen as a result of space, the writer, and the text complementing one another. Thus, this study explores the perception in space in the subject experience from the writer’s angle while summarizing the messages from the text and the images using Kevin Lynch’s way to observe a city and Chih-hung Wang’s concept of memory reconstruction in order to find out Wen-yin Chung’s focus and discuss the ideology behind it. The main body of this paper first introduces the image of a flâneur and illustrates Wen-yin Chung’s space perception and target(s) of gaze in Shanghai, as well as the nostalgic descriptions based on them. Then, this paper connects individuals and Shanghai to expand the scale by pulling up the level to the aspect of cultural scenic spots, discussing whether Wen-yin Chung also made interpretation from the viewpoint of a flâneur as she observed from the historical spots of famous people’s former residences and pursued the traces of classical figures. Lastly, this paper talks about the formation of the image of "Flowers in Shanghai" in the text. This section studies the birth of "Flowers in Shanghai" and the customs and traditions of the society back then following the historical context and analyzes why the charm of this image still lingers in the present age or why the flamboyance of it is even more than before. According to the findings of this study, in Wen-yin Chung’s eyes, Shanghai is a city with a very strong personal style in the cultural aspect. She showed the atmosphere of the city using characters, and recorded the city using objects. Her attempt was not to reconstruct the space or history, but the era. In the context of globalization, what Wen-yin Chung showed was in fact a field of vision of a flâneur blended with sightseeing observations based on Benjamin’s flâneur spirit.