Tunjungan street as one of Surabaya’s downtown street has a historical value where this street used to be lively, but suffers degradation as time passes. Pedestrian, among other many elements, holds the most important role and claims extra attention. This evaluation will cover an observation of Tunjungan strret in 20th and 21st century concerning pedestrian-impacting elements such as automobiles, canopies in the pedestrian, the activities, overpass, supporting facilities, and crime. Conclusion shows that the root problem is the increase of automobiles and the insufficient spaces (narrow) for pedestrian