Schoolyards to Skylines: Teaching with Chicago's Amazing Architecture earned the 2005 Honor Award for Collaborative Achievement from the American Institute of Architects. Throughout its 47 units, the 500-page innovative resource book uses buildings, events, and people as tools for teaching all the core academic subjects. The jury remarked, "It's the tool many teachers, architects, and AIA chapters have been searching for to make architecture come alive for young people. Get this tool out to the public, to home-schoolers!" "Allow local AIA chapters to build on all of it for local programs. A huge thanks to the Chicago Architecture Foundation for making this long-needed program available."
In 2004, Schoolyards to Skylines received a National Preservation Honor Award from the National Trust for Historic Preservation. Prior to this, it had been more than eight years since the National Trust presented the award to a project other than a building or a person.
Schoolyards to Skylines also earned a 2003 Certificate of Commendation for interpretation of local history from the American Association for State and Local History and a 2003 Richard H. Driehaus Foundation Preservation Award for Public Education from the Landmarks Preservation Council of Illinois.