| Date | Grid | Clue | Author |
| Sun May 21, 2023 | 13D | Auto racing champion Sébastien | Robert Ryan |
| Sun Apr 23, 2023 | 68A | Lisa with the 1994 #1 hit "Stay (I Missed You)" (3) | Katie Hale and Scott Hogan |
| Wed Oct 26, 2022 | 22A | Leopold's partner in 1920s crime | Simeon Seigel |
| Tue Oct 25, 2022 | 16A | Lisa with the 1994 #1 hit "Stay (I Missed You)" (3) | Ashleigh Silveira and Nick Shephard |
| Sun Oct 3, 2021 | 49A | Singer Lisa (2) | Trenton Charlson |
| Sun Aug 1, 2021 | 61A | Grammy recipient Lisa | Matthew Stock |
| Fri Jan 29, 2021 | 55A | Lisa with the 1994 hit "Stay" | Robyn Weintraub |
| Sun May 10, 2020 | 28D | Singer Lisa (2) | Adam Fromm |
| Sun Dec 23, 2018 | 30A | Harvard University Press's ___ Classical Library (2) | David Alfred Bywaters |
| Wed Mar 28, 2018 | 53D | Leopold's 1924 co-defendant | Peter Gordon |
| Sun Oct 16, 2016 | 69A | "Stay" singer Lisa (2) | Tom McCoy |
| Wed Dec 16, 2015 | 62A | Central Park's ___ Boathouse | Paula Gamache |
| Mon Sep 7, 2015 | 69A | Lisa with the 1994 #1 hit "Stay (I Missed You)" (3) | Paula Gamache |
| Thu Jul 31, 2014 | 1A | Financial writer Marshall (3) | Jill Denny and Jeff Chen |
| Sat Jul 12, 2014 | 8D | Banker/philanthropist Solomon | Tim Croce and Alex Vratsanos |
| Thu May 22, 2014 | 29D | Leopold's partner in crime (4) | Adam G. Perl |
| Sun Apr 20, 2014 | 39D | Financial writer Marshall (3) | Elizabeth C. Gorski |
| Tue Mar 18, 2014 | 18D | Editor Marshall of financial publications | David Kwong |
| Wed Nov 27, 2013 | 46A | Lisa with the 1997 hit "I Do" | Jules P. Markey |
| Thu Nov 21, 2013 | 23D | Harvard University Press's ___ Classical Library (2) | Jules P. Markey |
| Mon Jun 4, 2012 | 41D | Richard ___, Clarence Darrow defendant | John R. O'Brien |
| Sun Oct 24, 2010 | 95D | Trial of the Century defendant | Brendan Emmett Quigley |
| Sun Aug 29, 2010 | 36A | Lisa with the #1 hit "Stay (I Missed You)" | Derek Bowman |
| Sun Mar 7, 2010 | 27D | Leopold's partner in crime (4) | Tony Orbach and Patrick Blindauer |
| Tue Oct 20, 2009 | 4D | Leopold's 1920s co-defendant (2) | Gary Cee |
| Sat Jun 20, 2009 | 54A | 1924 co-defendant | Brad Wilber |
| Wed May 27, 2009 | 33D | Leopold's partner in a sensational 1924 trial | Corey Rubin |
| Thu Apr 23, 2009 | 63D | Financial writer Marshall (3) | Steve Dobis |
| Tue Sep 9, 2008 | 23A | Singer Lisa with the 1994 #1 hit "Stay" | Patrick John Duggan |
| Sat May 3, 2008 | 26D | ___ Classical Library, 500+ volume series begun in 1911 | Patrick Berry |
| Mon Jun 5, 2006 | 27D | Leopold's co-defendant in 1920's crime | Fred Piscop |
| Tue Sep 13, 2005 | 60A | Leopold's 1920's co-defendant (2) | Stella Daily and Bruce Venzke |
| Sun Dec 12, 2004 | 62A | Famous murder defendant of the 1920's | Lee Glickstein and Nancy Salomon |
| Tue Nov 25, 2003 | 6D | Leopold's celebrated murder co-defendant of the 1920's | Allan E. Parrish |
| Sun Jun 8, 2003 | 49A | See 52-Across | Elizabeth C. Gorski |
| Thu Aug 8, 2002 | 1A | Pop singer Lisa | Patrick Merrell |
| Wed Jul 3, 2002 | 10D | "Stay" singer Lisa (2) | Peter Gordon |
| Mon Feb 28, 2000 | 28A | Leopold and ___ (big 1920's murder case) | Jerry E. Rosman |
| Thu Feb 3, 2000 | 17A | Darrow client | Thomas W. Schier |
| Sun Nov 21, 1999 | 12D | Leopold's partner in crime (4) | Patrick D. Berry |
| Thu Apr 8, 1999 | 61A | Money writer Marshall ___ | David J. Kahn |
| Mon Aug 5, 1996 | 49A | Leopold and ___ (1920's murder case) | F. Piscop |
| Fri Aug 2, 1996 | 57D | Darrow client, 1924 | J. Herrington |
| Tue Dec 6, 1994 | 19D | Leopold's partner in crime (4) | Wayne Robert Williams |