| Date | Grid | Clue | Author | Editor |
| Wed Jun 12, 2024 | 58D | Divorcée in 1990s New York tabloids | Simeon Seigel | Fagliano |
| Tue Apr 9, 2024 | 38A | First name of Donald Trump's first wife | Caroline Sommers and Freddie Cheng | Fagliano |
| Mon Feb 6, 2023 | 17A | The first Mrs. Donald Trump | Taylor Johnson | Shortz |
| Sun Dec 22, 2019 | 73D | Trump who wrote 2017's "Raising Trump" | Laura Taylor Kinnel | Shortz |
| Wed Mar 20, 2019 | 3D | Ex of the Donald (5) | Erik Agard, Amanda Chung and Karl Ni | Shortz |
| Wed Feb 6, 2019 | 57A | One of Donald Trump Jr.'s parents | Queena Mewers and Alex Eaton-Salners | Shortz |
| Mon Dec 24, 2018 | 18A | First ex-wife of Donald Trump | Brendan Emmett Quigley | Shortz |
| Wed Aug 23, 2017 | 48D | The first Mrs. Trump (4) | Joe Kidd | Shortz |
| Fri Sep 16, 2016 | 48D | Former Trump Organization member | Patrick Berry | Shortz |
| Wed Nov 18, 2015 | 64A | Ex of the Donald (5) | Zachary Spitz | Shortz |
| Sun Aug 30, 2015 | 14A | Ex-Mrs. Trump (4) | Lee Taylor | Shortz |
| Sat May 9, 2015 | 16A | First name among 1991 divorcées | Kristian House | Shortz |
| Thu Feb 5, 2015 | 14A | Trump caller, once? | Mike Buckley | Shortz |
| Sun Sep 7, 2014 | 97A | Former Mrs. Trump (4) | Tracy Gray and Jeff Chen | Shortz |
| Thu Jul 17, 2014 | 55A | One of Donald's exes (4) | Alan Arbesfeld | Shortz |
| Fri Feb 28, 2014 | 49D | First name among socialites | Martin Ashwood-Smith | Shortz |
| Tue Oct 1, 2013 | 36D | The first Mrs. Trump (4) | Joel Fagliano | Shortz |
| Sun Aug 11, 2013 | 64D | Trump, for one | Dan Schoenholz | Shortz |
| Thu May 31, 2012 | 32A | A Trump | Elizabeth C. Gorski | Shortz |
| Sat May 19, 2012 | 27A | ___ Humpalot, Austin Powers villain | Patrick Berry | Shortz |
| Sun Apr 10, 2011 | 95D | Trump who wrote "The Best Is Yet to Come" | Paula Gamache | Shortz |
| Thu Nov 18, 2010 | 16A | Onetime name at the Taj Mahal | Peter Wentz | Shortz |
| Mon Mar 29, 2010 | 16A | Former Mrs. Trump (4) | John Dunn | Shortz |
| Wed Feb 24, 2010 | 2D | The first Mrs. Trump (4) | Kenneth J. Berniker | Shortz |
| Sun Jul 19, 2009 | 18A | Socialite with a self-named perfume | Lynn Lempel | Shortz |
| Sun Aug 17, 2008 | 2D | Trump's first | Caleb Madison | Shortz |
| Sun Mar 2, 2008 | 6D | One of Donald's exes (4) | Patrick Blindauer and Tony Orbach | Shortz |
| Wed Jan 23, 2008 | 58A | She said "Don't get mad, get everything!" | Henry Hook | Shortz |
| Sun Oct 7, 2007 | 22A | Ex of The Donald (5) | Nancy Salomon and Harvey Estes | Shortz |
| Tue Jan 2, 2007 | 2D | Ex of the Donald (5) | Sarah Keller | Shortz |
| Wed Dec 27, 2006 | 30D | Former Mrs. Trump (4) | Manny Nosowsky | Shortz |
| Wed May 31, 2006 | 23A | The first Mrs. Trump (4) | Trip Payne | Shortz |
| Wed Apr 26, 2006 | 63A | Mother of Donald Trump Jr. | Stella Daily and Bruce Venzke | Shortz |
| Wed Jan 25, 2006 | 31A | Ex of the Donald (5) | John Farmer | Shortz |
| Thu Apr 21, 2005 | 51D | Mrs. Trump, once | Patrick Merrell | Shortz |
| Mon Sep 20, 2004 | 16A | Ex-Mrs. Trump (4) | A. J. Santora | Shortz |
| Thu Aug 5, 2004 | 50D | One of Donald's exes (4) | Seth Abel | Shortz |
| Fri Jan 9, 2004 | 37D | ___ Zelnicek (celebrity's maiden name) | Bob Peoples | Shortz |
| Fri Dec 19, 2003 | 17D | Trump with a cameo in "The First Wives Club" | Elizabeth C. Gorski | Shortz |
| Sat Jul 20, 2002 | 57A | Divorcée in 1991 tabloids | Dana Motley | Shortz |
| Wed Jun 26, 2002 | 52D | The Donald's first ex (3) | Nancy Salomon | Shortz |
| Sat May 25, 2002 | 7D | Divorcee in 1991 news | Frank Longo | Shortz |
| Mon Apr 30, 2001 | 10D | Ex-Mrs. Trump (4) | Peter Gordon | Shortz |
| Tue Dec 5, 2000 | 60A | "No Trump" declarer? | Alan Arbesfeld | Shortz |
| Mon Oct 18, 1999 | 16A | Onetime Trump | Nancy Salomon and Karen Riekert | Shortz |
| Wed Sep 15, 1999 | 36A | The Donald's first ex (3) | Thomas W. Schier | Shortz |
| Tue Sep 14, 1999 | 11D | Former Mrs. Trump (4) | Elizabeth C. Gorski | Shortz |
| Wed Aug 4, 1999 | 42D | One of Donald's exes (4) | Richard Silvestri | Shortz |
| Tue Oct 13, 1998 | 49D | The Donald's first ex (3) | Nancy Salomon | Shortz |
| Sat Aug 15, 1998 | 2D | The Trump who wrote "For Love Alone" | Rich Norris | Shortz |
| Tue May 6, 1997 | 24D | Ex-Mrs. Trump (4) | Brendan Emmett Quigley | Shortz |
| Sun Mar 9, 1997 | 38A | First name in society | June Boggs | Shortz |
| Thu Mar 7, 1996 | 9A | Donald's ex | C. Millhauser | Shortz |
| Mon Dec 27, 1993 | 31A | The Donald's ex | Joel Davajan | Shortz |