| Date | Grid | Clue | Author | Editor |
| Fri Jun 21, 2024 | 17A | Chi-town daily (2) | Billy Bratton | Fagliano |
| Fri Sep 15, 2023 | 40D | Newspaper nickname (2) | David A. Rubin and Lee Demertzis | Shortz |
| Fri Aug 4, 2023 | 33A | Chi-town fixture since 1847, with "the" | Brandon Koppy | Shortz |
| Wed Sep 4, 2019 | 6D | Chi-town paper, with "the" (2) | Patrick Blindauer | Shortz |
| Sun Apr 21, 2019 | 5D | Chicago paper, informally | Grant Thackray | Shortz |
| Wed Jan 10, 2018 | 59D | Chicago daily, informally | Sen. Joe Donnelly and Michael S. Maurer | Shortz |
| Mon Jul 25, 2016 | 8D | Chicago daily, familiarly (2) | Kevin Christian | Shortz |
| Tue Feb 16, 2016 | 38D | Oakland paper, for short | Ron and Nancy Byron | Shortz |
| Mon Dec 28, 2015 | 18D | Chi-town daily (2) | Zhouqin Burnikel | Shortz |
| Wed Apr 8, 2015 | 1A | Chicago paper, briefly, with "the" | Zhouqin Burnikel | Shortz |
| Tue Dec 2, 2014 | 58A | Common newspaper nickname (2) | Timothy Polin | Shortz |
| Sun Jul 20, 2014 | 102D | Windy City paper, with "the" (2) | Eric Berlin | Shortz |
| Mon Jul 22, 2013 | 58D | Windy City daily, with "the" | Ian Livengood | Shortz |
| Fri May 10, 2013 | 26A | Oakland daily, for short | Derek Bowman | Shortz |
| Sun Feb 3, 2013 | 13D | Old New York paper, for short (2) | Dan Schoenholz | Shortz |
| Mon Apr 30, 2012 | 7D | Chicago daily, briefly, with "the" | Susan L. Stanislawski | Shortz |
| Thu Apr 5, 2012 | 36A | "Lou Grant" paper, with "the" (4) | Elizabeth C. Gorski | Shortz |
| Sun Jun 26, 2011 | 49A | Tampa paper, briefly, with "the" | David Levinson Wilk | Shortz |
| Wed May 18, 2011 | 41D | Chi-town read, with "the" | David J. Kahn | Shortz |
| Wed Nov 24, 2010 | 12D | "Lou Grant" paper, with "the" (4) | Allan E. Parrish | Shortz |
| Mon May 3, 2010 | 50D | Oakland paper, informally | Susan Gelfand | Shortz |
| Mon Mar 29, 2010 | 57D | Chi-town paper, with "the" (2) | John Dunn | Shortz |
| Sun May 10, 2009 | 5D | "Lou Grant" paper, for short | Patrick Berry | Shortz |
| Thu Aug 21, 2008 | 8D | Chi-town daily, with "the" | Gary J. Whitehead | Shortz |
| Thu Sep 6, 2007 | 4D | Old New York paper, for short (2) | Daniel C. Bryant | Shortz |
| Thu Jul 12, 2007 | 57D | Salt Lake City daily, briefly, with "the" | Michael Shteyman | Shortz |
| Tue Mar 13, 2007 | 31D | "Lou Grant" newspaper, with "the" | Holden Baker | Shortz |
| Wed Feb 1, 2006 | 60A | Chicago paper, for short | Elizabeth C. Gorski | Shortz |
| Sun Oct 23, 2005 | 78D | Chicago daily, with "the" | David J. Kahn | Shortz |
| Sun Apr 10, 2005 | 70A | Old Big Apple paper, with "the" | Elizabeth C. Gorski | Shortz |
| Tue Apr 5, 2005 | 27D | "Lou Grant" paper, with "the" (4) | Harvey Estes | Shortz |
| Mon Feb 28, 2005 | 28D | Common newspaper nickname (2) | Marjorie Berg | Shortz |
| Sun Nov 14, 2004 | 6A | Chi-town paper | Harvey Estes and Nancy Salomon | Shortz |
| Sun Aug 29, 2004 | 116A | Tampa paper, for short, with "The" | Manny Nosowsky | Shortz |
| Tue Feb 10, 2004 | 24D | Chicago paper, familiarly, with "the" | Seth A. Abel | Shortz |
| Mon Jul 14, 2003 | 44D | Chicago paper, for short, with "the" | Elizabeth C. Gorski | Shortz |
| Wed Nov 15, 2000 | 31D | Chicago daily, familiarly (2) | Chuck Deodene | Shortz |
| Mon Jun 19, 2000 | 54D | Chicago paper, briefly | Manny Nosowsky | Shortz |
| Thu Jul 1, 1999 | 27D | Chicago paper, familiarly | Alan Arbesfeld | Shortz |
| Sat May 8, 1999 | 31D | Oakland paper, with "The" | Richard Hughes | Shortz |
| Sun Mar 28, 1999 | 6D | Lou Grant's paper, in brief | Cathy Allis Millhauser | Shortz |
| Thu Dec 17, 1998 | 24A | Chi paper, with "The" | David J. Kahn | Shortz |
| Wed Aug 19, 1998 | 54D | Windy City paper, with "The" (2) | Alfio Micci | Shortz |
| Sun Jun 30, 1996 | 25D | Tampa paper, familiarly, with "the" | R. Norris | Shortz |
| Thu Jun 20, 1996 | 64A | "Lou Grant" paper, with "The" (4) | C. Millhauser | Shortz |
| Fri Apr 12, 1996 | 52D | Former Big Apple newspaper, with "The" | M. Nosowsky | Shortz |
| Wed Jul 13, 1994 | 34D | Newspaper nickname (2) | Jonathan Schmatzbach | Shortz |