| 2026 | Winner | The Worst Trickster Story Ever Told: Native America, the Supreme Court, and the U.S. Constitution | Keith Richotte, Jr. | Stanford University Press |
| 2025 | Winner | Academic Freedom: From Professional Norm to First Amendment Right | David M. Rabban | Harvard University Press |
| 2024 | Winner | The Legal Singularity: How Artificial Intelligence Can Make Law Radically Better | Abdi Aidid, Benjamin Alarie | University of Toronto Press |
| 2023 | Winner | Critical Race Judgments: Rewritten U.S. Court Opinions on Race and the Law | Bennett Capers, Devon W. Carbado, R. A. Lenhardt, Angela Onwuachi-Willig | Cambridge University Press |
| 2022 | Winner | A Constitution for the Living: Imagining How Five Generations of Americans Would Rewrite the Nation’s Fundamental Law | Beau Breslin | Stanford University Press |
| 2021 | Winner | Whitelash: Unmasking White Grievance at the Ballot Box | Terry Smith | Cambridge University Press |
| 2020 | Winner | The Cult of the Constitution | Mary Anne Franks | Stanford University Press |
| 2018 | Winner | The Rise of Big Data Policing | Andrew Guthrie Ferguson | New York University Press |
| 2018 | Honorable mention | A Realistic Theory of Law | Brian Z. Tamanaha | Cambridge University Press |
| 2017 | Winner | Crook County: Racism and Injustice in America's Largest Criminal Court | Nicole Gonzalez Van Cleve | Stanford University Press |
| 2017 | Honorable mention | The End of Ownership: Personal Property in the Digital Economy | Aaron Perzanowski, Jason Schultz | MIT Press |
| 2016 | Winner | Borderless Wars: Civil Military Disorder and Legal Uncertainty | Antonia Chayes | Cambridge University Press |
| 2016 | Honorable mention | Jim Crow's Last Stand: Nonunanimous Criminal Jury Verdicts in Louisiana | Thomas Aiello | LSU Press |
| 2015 | Winner | Immigration Outside the Law | Hiroshi Motomura | Oxford University Press |
| 2015 | Honorable mention | Failure to Flourish: How Law Undermines Family Relationships | Clare Huntington | Oxford University Press |
| 2015 | Honorable mention | Forensic Testimony: Science, Law and Expert Evidence | C. Michael Bowers | Elsevier |
| 2015 | Honorable mention | The Copyright Wars: Three Centuries of Trans-Atlantic Battle | Peter Baldwin | Princeton University Press |
| 2013 | Winner | The Power of Habeas Corpus in America: From the King's Prerogative to the War on Terror | Anthony Gregory | The Independent Institute |
| 2013 | Honorable mention | American Epic: Reading the U.S. Constitution | Garrett Epps | Oxford University Press |
| 2013 | Honorable mention | M.K. Gandhi, Attorney at Law: The Man before the Mahatma | Charles DiSalvo | University of California Press |
| 2012 | Winner | Infrastructure: The Social Value of Shared Resources | Brett M. Frischmann | Oxford University Press |
| 2012 | Honorable mention | Law in American History: Volume 1: From the Colonial Years Through the Civil War | G. Edward White | Oxford University Press |
| 2008 | Winner | The Medieval Origins of the Legal Profession: Canonists, Civilians, & Courts | James A. Brundage | University of Chicago Press |
| 2008 | Honorable mention | Defending Humanity | George P. Fletcher, Jens David Ohlin | Oxford University Press |
| 2008 | Honorable mention | Patent Failure: How Judges, Bureaucrats, & Lawyers Put Innovators at Risk | James Bessen, Michael J. Meurer | Princeton University Press |
| 2008 | Honorable mention | The Invisible Constitution | Laurence H. Tribe | Oxford University Press |
| 2007 | Winner | Arbitrary Justice | Angela J. Davis | Oxford University Press |
| 2007 | Honorable mention | Unfinished Business | Michael J. Klarman | Oxford University Press |
| 2006 | Winner | Americans in Waiting: The Lost Story of Immigration and Citizenship in the United States | Hiroshi Motomura | Oxford University Press |
| 2006 | Honorable mention | Law as a Means to an End | Brian Tamanaha | Cambridge University Press |
| 2005 | Winner | The Torture Papers: The Road to Abu Ghraib | Karen J. Greenberg, Joshua L. Dratel | Cambridge University Press |
| 2005 | Honorable mention | Conquest by Law: How the Discovery of America Dispossessed Indigenous Peoples of Their Lands | Lindsay G. Robertson | Oxford University Press |
| 2004 | Winner | Hiding from Humanity: Disgust, Shame, and the Law | Martha C. Nussbaum | Princeton University Press |
| 2004 | Honorable mention | 100 Americans Making Constitutional History: A Biographical History | Melvin I. Urofsky | CQ Press |
| 2003 | Winner | Lincoln’s Constitution | Daniel Farber | University of Chicago Press |
| 2002 | Winner | American Law in the Twentieth Century | Lawrence Friedman | Yale University Press |
| 2002 | Honorable mention | The Death Penalty: An American History | Stuart Banner | Harvard University Press |
| 1998 | Winner | Brownfields Law & Practice: The Cleanup and Redevelopment of Contaminated Land | Michael B. Gerrard | Matthew Bender |
| 1997 | Winner | Commodity and Propriety: Competing Visions of Property in American Legal Thought | James L. Kugel | University of Chicago Press |
| 1996 | Winner | West's New York Practice Series | Marilyn Minzer | West Publishing |
| 1995 | Winner | Corporations | James D. Cox, Thomas Lee Hayden,, F. Hodge O'Neal | Little, Brown |
| 1995 | Honorable mention | Simple Rules For a Complex World | Richard A. Epstein | Harvard University Press |
| 1994 | Winner | FEDERAL ARBITRATION LAW: Agreements, Awards, and Remedies under the Federal Arbitration Act | Ian R. Macneil, Richard E. Speidel, Thomas J. Stipanowich | Little, Brown |
| 1994 | Honorable mention | Child Witnesses: Fragile Voices in the American Legal System | Lucy S. McGough | Yale University Press |
| 1993 | Winner | Sustainable Environmental Law | Celia Campbell-Mohn, Darry Breen, J. William Futrell | West Publishing |