We conducted a floristic ordination and gradient analys is of plant communities extending from prairie through graminoid-dominated wetlands in the Chicago region of northeastern Illinois. Data represented about 450 species from 103 stands sampled across a grad ient of six soil moisture classes ranging from dry to hydric, and included sand, gravel, dolomite and loam prairies, as well as fen, sedge meadow, floating mat, marsh, and bog. As found in other midwestern grassland studies, vegetation aligned most strongly along a soil moisture gradient, with individualistic species distributions forming a hierarchical continuum, and lower species richness at the dry and wet extremes of the moisture gradient. Most species were infrequent, with about 70% occurring at less than 20% frequency and present in less than five communities. Species that were more frequent within communities were also more widespread among communities, fitting the niche-based mode l of species distribution. Moreover, less than 20% of a ll species sampled were significant indicators of so il moisture grad ient classes, with most representing mesic and hydric habitats. Dominant prairie grasses extended from dry to wet habitats, merging with wetland species in graminoid fen, calcareous seep and sedge meadow habitats. Hydric habitat, represented by calcareous floating mat, marsh and bog, had fewer dominant prairie species and was dominated by a wetland flora. These results provide compositional and structural models for managing and restoring vegetation across the prairie-wetland vegetation gradient of the Chicago region.