The topic of urban transformations has attracted the attention of researchers as it is one of the basic issues through which cities can be transformed towards sustainability. A specific level of transformation levels according to a philosophical concept known as a crossing. This article has relied on a specific methodology that aims to find a new approach for urban transformation based on the crossing concept. This concept derives from philosophical entrances based on the concepts of (being, process, becoming, and integration). Four levels have been for the crossing are (normal, ascending, leap, and descending). Each of these levels includes specific characteristics that distinguish it. The results showed that there is no descending crossing in the study area and that four indicators that have achieved leap crossing are: (coverage ratio, compactness, Effectiveness of the pedestrian and bicycle movement, and proximity. As for ascending crossing achieved in three indicators are: mix land use, blocks' length, and connectivity, as for normal crossing achieved in three indicators are: diversity of building heights, population density, and housing density. These results help in making the planning decision to transform traditional Karbala city into a sustainable city, by giving priority in development to the indicators that have achieved ascending crossing because it takes less time and effort to reach the leap crossing in comparison with indicators that have achieved normal crossing.