We have modified the iterative procedure introduced by Lin et al., to systematically combine the submillimeter images taken from ground-based (e.g., CSO, JCMT, APEX) and space (e.g., Herschel, Planck) telescopes. We applied the updated procedure to observations of three well-studied Infrared Dark Clouds (IRDCs): G11.11−0.12, G14.225−0.506, and G28.34+0.06, and then performed single-component, modified blackbody fits to each pixel to derive ∼10″ resolution dust temperature and column density maps. The derived column density maps show that these three IRDCs exhibit complex filamentary structures embedded with rich clumps/cores. We compared the column density probability distribution functions (N-PDFs) and two-point correlation (2PT) functions of the column density field between these IRDCs with several OB-cluster-forming regions. Based on the observed correlation between the luminosity-to-mass ratio and the power-law index of the N-PDF, and complementary hydrodynamical simulations for a 10 4 M molecular cloud, we hypothesize that cloud evolution can be better characterized by the evolution of the (column) density distribution function and the relative power of dense structures as a function of spatial scales, rather than merely based on the presence of star-forming activity. An important component of our approach is to provide a model-independent quantification of cloud evolution. Based on the small analyzed sample, we propose four evolutionary stages, namely,cloud integration, stellar assembly, cloud pre-dispersal, and dispersed cloud. The initial cloud integration stage and the final dispersed cloud stage may be distinguished from the two intermediate stages by a steeper than −4 power-law index of the N-PDF. The cloud integration stage and the subsequent stellar assembly stage are further distinguished from each other by the larger luminosity-to-mass ratio (>40 L M ) of the latter. A future large survey of molecular clouds with high angular resolution may establish more precise evolutionary tracks in the parameter space of N-PDF, 2PT function, and luminosity-to-mass ratio.