| Date | Grid | Clue | Author |
| Sun Oct 1, 2023 | 116D | A.C.C. school (5) | Jeffrey Lease |
| Tue Mar 21, 2023 | 61D | Sch. in Charlottesville (2) | Michael Lieberman |
| Tue Jan 31, 2023 | 5D | Campus setting in the story collection "My Monticello," in brief | Erik Agard |
| Sun Oct 9, 2022 | 38A | A.C.C. school (5) | Jessie Trudeau and Ross Trudeau |
| Sat Oct 8, 2022 | 35A | Campus home of a UNESCO World Heritage Site, in brief | Kyle Dolan |
| Sat Jun 19, 2021 | 63D | Cavaliers' sch. (2) | Sophia Maymudes |
| Sat Apr 17, 2021 | 2D | Sch. whose athletes are nicknamed the Hoos | Leslie Rogers |
| Thu Apr 15, 2021 | 2D | A.C.C. school (5) | Brendan Emmett Quigley and Ben Zimmer |
| Tue Mar 30, 2021 | 11D | Campus designed by Thos. Jefferson | Alex Rosen and Brad Wilber |
| Thu Feb 25, 2021 | 16A | Home of the N.C.A.A.'s Cavaliers | Dylan Schiff |
| Fri Nov 6, 2020 | 58D | A.C.C. basketball powerhouse | Aimee Lucido |
| Thu May 28, 2020 | 41A | Flagship sch. with famed serpentine garden walls | Tracy Bennett |
| Wed Jan 15, 2020 | 57D | School founded by Thos. Jefferson (3) | Mary Lou Guizzo |
| Wed Jul 18, 2018 | 22D | Sch. where The Cavalier Daily appears | David Steinberg |
| Mon Feb 12, 2018 | 57A | Sch. in Charlottesville (2) | Michael Black |
| Wed May 10, 2017 | 57A | Sch. founded by Thomas Jefferson (4) | Ned White |
| Thu Apr 6, 2017 | 56A | Sch. that's home to the N.C.A.A.'s Wahoos | Damon Gulczynski |
| Sat Apr 16, 2016 | 59D | A.C.C. school (5) | Andrew Zhou |
| Mon Jan 25, 2016 | 40A | Sch. founded by Thomas Jefferson (4) | Ian Livengood |
| Sun Sep 27, 2015 | 80D | The Wahoos of the A.C.C. | Tom McCoy |
| Thu Sep 10, 2015 | 59A | Institution founded by Thos. Jefferson (2) | Tracy Gray |
| Sun Feb 1, 2015 | 123D | Charlottesville inst. | David Steinberg |
| Tue Jan 27, 2015 | 8D | Cavaliers of the N.C.A.A. | James Tuttle |
| Wed Aug 6, 2014 | 2D | Cavalier's sch. (2) | Brendan Emmett Quigley |
| Tue Jun 11, 2013 | 31D | Thos. Jefferson founded it (2) | Pete Muller |
| Fri Dec 28, 2012 | 19A | Where R.F.K. and his brother Teddy went to law school | Ashton Anderson |
| Mon Oct 22, 2012 | 64D | The Cavaliers of the A.C.C. (2) | Joel Fagliano |
| Tue Aug 14, 2012 | 46A | Thos. Jefferson founded it (2) | Ian Livengood |
| Thu Jul 19, 2012 | 32D | The Cavaliers' sch. | Alan Arbesfeld |
| Thu May 10, 2012 | 63D | Institution founded by Thos. Jefferson (2) | Jules P. Markey |
| Tue Feb 14, 2012 | 44A | Charlottesville sch. (11) | Paula Gamache |
| Wed Feb 8, 2012 | 43A | The Cavaliers of the 19-Across | Lynn Lempel |
| Mon Aug 8, 2011 | 33D | The Cavaliers of the A.C.C. (2) | Ian Livengood |
| Thu Jun 10, 2010 | 35A | Sch. whose Board of Visitors once included presidents Madison and Monroe | Mike Nothnagel |
| Tue Jun 1, 2010 | 57D | Sch. founded by Thomas Jefferson (4) | Sarah Keller |
| Sat Feb 6, 2010 | 20A | Cavaliers' home, for short | Frederick J. Healy |
| Sat Sep 26, 2009 | 62D | It was founded by Thos. Jefferson (2) | Joon Pahk |
| Sat Jun 27, 2009 | 47A | Sch. founded by a president | Trip Payne |
| Thu Apr 2, 2009 | 14A | The Cavaliers of the N.C.A.A. | Brendan Emmett Quigley |
| Sat Jun 9, 2007 | 7D | A.C.C. member (2) | Karen M. Tracey |
| Mon Jan 1, 2007 | 37A | Charlottesville sch. (11) | Randy Sowell |
| Wed Dec 13, 2006 | 40A | Charlottesville sch. (11) | David Sullivan |
| Sun Oct 15, 2006 | 127D | The Cavaliers of coll. football | Norma Johnson & Nancy Salomon |
| Sat Mar 12, 2005 | 58D | A.C.C. member (2) | Byron Walden |
| Sun Feb 15, 2004 | 90D | Duke rival, for short | Derrick Niederman |
| Sun Jan 18, 2004 | 101A | Thos. Jefferson's school | Arlan and Linda Bushman |
| Fri Oct 3, 2003 | 45A | School founded by Thos. Jefferson (3) | Manny Nosowsky |
| Wed Jan 8, 2003 | 60D | Charlottesville sch. (11) | James Rogers |
| Sun Jun 30, 2002 | 116D | Charlottesville sch. (11) | Joe DiPietro |
| Mon Apr 29, 2002 | 49A | Charlottesville sch. (11) | Holden Baker |
| Fri Feb 15, 2002 | 34A | Charlottesville sch. (11) | Sherry O. Blackard |
| Sun Feb 25, 2001 | 119D | It was founded by Thos. Jefferson (2) | Greg Staples |
| Thu Jan 13, 2000 | 53A | School founded by Thos. Jefferson (3) | A. J. Santora |
| Sun Nov 28, 1999 | 81A | Sch. founded by Thomas Jefferson (4) | Cathy Millhauser |
| Sun Sep 12, 1999 | 81D | Charlottesville sch. (11) | Nancy Scandrett Ross |
| Sun Jan 3, 1999 | 62A | N.C.A.A.'s Cavaliers | Randolph Ross |
| Sun Aug 16, 1998 | 54A | Wahoos of the A.C.C. | Brendan Emmett Quigley |
| Sun Jun 29, 1997 | 80A | A.C.C. team | David J. Kahn |
| Wed Apr 16, 1997 | 63A | Charlottesville sch. (11) | Brendan Emmett Quigley |
| Thu Oct 31, 1996 | 6D | Charlottesville campus, for short | L. Sidway |
| Mon Jan 29, 1996 | 38A | Charlottesville sch. (11) | G. Paul |
| Sun Jan 21, 1996 | 61A | A.C.C. school (5) | R. Wolfe |
| Sun Nov 27, 1994 | 70A | Charlottesville sch. (11) | Jacques Liwer |