The construction of multi-temporal data sets for the modelling and documentation of urban environments has gained a large interest in the last few years. The growing availability of remote sensing data and sophisticated software tools has enabled the construction of Digital Elevation Models (DEMs) with various spatial and temporal resolutions. For this research, multiple scanned airborne images of the inner city of Ghent (Belgium) were processed for the calculation of DEMs using a conventional digital photogrammetric workflow. The aerial images were acquired during four campaigns: 1965, 1977, 1987 and 1990. All resulting image-based DEMs were compared with a DEM acquired with Airborne Laser Scanning (ALS) from 2009. This comparison allowed a model adjustment by minimizing the systematic shift between the data sets. In order to distinct built-up, destroyed or unchanged buildings over time, a threshold of 2.5 m was applied on the resulting vertically shifted points. Finally, a connected component analysis allowed the removal of outliers in the data. The resulting points were evaluated against a 2D digital cadastre map, which enabled a quantitative determination of difference in urban topography. The procedure to detect these changes, as well as the potentials and challenges of this technique, are discussed in this contribution.