| Date | Grid | Clue | Author |
| Fri Oct 22, 2021 | 24D | Children's author/illustrator Hoff | Robyn Weintraub |
| Tue Mar 2, 2021 | 10A | ___ tha Kyd (big name in rap, once) | Ross Trudeau |
| Wed May 13, 2020 | 65A | Hip-hop artist whose name once ended with "tha Kyd" | Benjamin Kramer |
| Fri Mar 27, 2020 | 53A | Code for Australia's busiest airport | Kyle Dolan |
| Sat Mar 7, 2020 | 9D | Cartoonist Hoff (2) | Robyn Weintraub |
| Fri Sep 27, 2019 | 45A | Hip-hop's ___ tha Kyd (4) | Jack Mowat |
| Sun Sep 15, 2019 | 57D | Code for the busiest airport in Australia | Andrew Kingsley |
| Tue Aug 6, 2019 | 33D | Guitarist Barrett | Jon Olsen |
| Wed Jun 19, 2019 | 41A | Barrett of the original Pink Floyd (2) | Sam Trabucco |
| Wed Nov 21, 2018 | 9D | Barrett of Pink Floyd (11) | Brandon Koppy |
| Sun Sep 23, 2018 | 46A | D.J. ___ tha Kyd | Andrew Zhou |
| Thu May 3, 2018 | 69A | Qantas hub, on tickets | Emily Carroll |
| Tue Dec 12, 2017 | 30A | Cartoonist Hoff of The New Yorker | David J. Kahn |
| Thu Oct 19, 2017 | 44A | Hip-hop's ___ tha Kyd (4) | Ned White |
| Thu Jun 22, 2017 | 35D | Children's author Hoff | Ruth B. Margolin |
| Mon Apr 11, 2016 | 61D | Hip-hop's ___ tha Kyd (4) | Ron Toth and Zhouqin Burnikel |
| Sun Jul 5, 2015 | 89A | Man's name that's the code for Australia's busiest airport | Elizabeth C. Gorski |
| Fri Jul 3, 2015 | 25A | Actor Chaplin, Charlie's older brother | Brandon Hensley |
| Tue Feb 3, 2015 | 60D | Rocker Barrett of the original Pink Floyd | Joe Krozel |
| Sat Jan 17, 2015 | 39A | Hip-hop's ___ tha Kyd (4) | Josh Knapp |
| Sun Dec 7, 2014 | 64D | Barrett of Pink Floyd (11) | Jeff Chen |
| Sun Feb 16, 2014 | 20D | Screenwriting guru Field | Yaakov Bendavid |
| Mon Feb 3, 2014 | 51A | Barrett of Pink Floyd (11) | Sean Dobbin |
| Thu Jan 9, 2014 | 36D | Barrett of Pink Floyd (11) | Caleb Emmons |
| Sun May 12, 2013 | 71A | Cartoonist Hoff (2) | David J. Kahn |
| Sun May 5, 2013 | 5D | Barrett of Pink Floyd (11) | Alan Arbesfeld |
| Sun Oct 23, 2011 | 122A | One of the Chaplins (7) | Joe DiPietro |
| Sun Dec 26, 2010 | 36D | Old-time cartoonist Hoff | Darin McDaniel |
| Sat Nov 27, 2010 | 56D | Folk rock singer Straw | Xan Vongsathorn |
| Sun Jan 31, 2010 | 98A | Hoff who wrote and illustrated "Danny and the Dinosaur" | Tony Orbach and Andrea Carla Michaels |
| Wed Dec 2, 2009 | 42A | Lead role on "Providence" | Jack McInturff |
| Thu Oct 15, 2009 | 59A | Barrett of the original Pink Floyd (2) | Victor Fleming |
| Sun Feb 22, 2009 | 75D | Barrett of Pink Floyd (11) | Barry C. Silk & Doug Peterson |
| Fri Jun 6, 2008 | 62D | "Charley's Aunt" star Chaplin | Ashish Vengsarkar |
| Fri Jan 11, 2008 | 19D | Late rocker Barrett | Mike Nothnagel |
| Thu Nov 22, 2007 | 45A | ___ Lawrence Orchestra (British big band since the 1960s) | Oliver Hill |
| Sun Sep 10, 2006 | 29A | Rock guitarist Barrett | Joe DiPietro |
| Sun May 7, 2006 | 20D | Heroine of TV's "Alias," for short | Trip Payne |
| Mon Nov 28, 2005 | 22A | A Chaplin (3) | Kevan Choset |
| Tue May 3, 2005 | 11A | Charlie Chaplin's brother (2) | Gary Steinmehl |
| Tue Mar 22, 2005 | 71A | One of the Chaplins (7) | David J. Kahn |
| Sun Apr 11, 2004 | 112D | Old cartoonist Hoff (2) | Patrick Merrell |
| Thu Feb 26, 2004 | 28A | Barrett formerly of Pink Floyd | Manny Nosowsky |
| Tue Dec 2, 2003 | 61D | Barrett of Pink Floyd (11) | Harvey Estes |
| Sun Nov 3, 2002 | 63D | Old cartoonist Hoff (2) | Patrick Berry |
| Sun Oct 20, 2002 | 112D | Charlie Chaplin's brother (2) | Harvey Estes and Nancy Salomon |
| Wed Sep 4, 2002 | 13D | Barrett of early Pink Floyd | Eric Berlin |
| Mon Jul 15, 2002 | 65A | Pink Floyd co-founder Barrett | John Leavy |
| Sun Jun 23, 2002 | 123A | Old cartoonist ___ Hoff | Eric Berlin |
| Sat Feb 3, 2001 | 9D | Pink Floyd's Barrett | Elizabeth C. Gorski |
| Sun Dec 17, 2000 | 95A | Barrett of Pink Floyd (11) | Frances Hansen |
| Thu Nov 16, 2000 | 44A | Old New Yorker cartoonist Hoff | Nancy Salomon and Harvey Estes |
| Sun Jun 18, 2000 | 18D | Lead role on TV's "Providence" | Elizabeth C. Gorski |
| Sun Jan 2, 2000 | 50D | Barrett of Pink Floyd (11) | Rich Norris |
| Thu Dec 16, 1999 | 37A | One of the Chaplins (7) | Harvey Estes and Nancy Salomon |
| Wed Dec 1, 1999 | 70A | A Chaplin (3) | Bill Zais and Nancy Salomon |
| Tue Nov 23, 1999 | 40A | Singer-songwriter Barrett | Nancy Salomon |
| Tue Jul 27, 1999 | 57A | One of the Chaplins (7) | Alfio Micci |
| Sun Apr 18, 1999 | 23D | Charlie Chaplin's half-brother | Frank Longo |
| Sat Dec 20, 1997 | 27A | Barrett of Pink Floyd (11) | Rich Norris |
| Thu Nov 21, 1996 | 62D | One of the Chaplins (7) | M. Ashwood-Smith |
| Thu Aug 8, 1996 | 48A | Barrett of Pink Floyd (11) | D. J. Kahn |
| Thu May 16, 1996 | 68A | Barrett of rock's Pink Floyd | F. Longo |
| Thu Oct 26, 1995 | 29D | Pink Floyd founder Barrett | Jim Page |
| Fri Jan 27, 1995 | 13D | Baseball exec Thrift | Chuck Deodene |
| Wed Mar 30, 1994 | 27A | One of the Chaplins (7) | Eileen Lexau |
| Sun Jan 30, 1994 | 82D | A Chaplin (3) | Alex K. Justin |
| Fri Jan 21, 1994 | 26A | One of the Chaplins (7) | A.J. Santora |