This data release contains predictions of stream biological condition as defined by the Chesapeake basin-wide index of biotic integrity for stream macroinvertebrates (Chessie BIBI) using Random Forest models with landscape data for small streams (≤ 200 km2 in upstream drainage) across the Chesapeake Bay Watershed (CBW). Predictions were made at eight time periods (2001, 2004, 2006, 2008, 2011, 2013, 2016, and 2019) according to changes in landcover using the National Land Cover Database (NLCD). The Chessie BIBI data used were provided by the Interstate Commission on the Potomac River Basin. Uncertainty was calculated using model prediction intervals. For complete data descriptions and data interpretation see associated publication (Maloney et al., 2022).