| Date | Grid | Clue | Author | Editor |
| Sat, Aug 01, 2020 | 59D | She performed while six months pregnant at Woodstock | Adam Aaronson and Paolo Pasco | Shortz |
| Thu, Jun 25, 2020 | 37D | She performed "We Shall Overcome" at the 1963 March on Washington | Amanda Chung and Karl Ni | Shortz |
| Mon, Dec 16, 2019 | 40A | Folk singer and protester Joan | Howard Barkin and Kevin Christian | Shortz |
| Fri, Dec 08, 2017 | 43A | Female singer inducted into the Rock and Roll Hall of Fame in 2017 | Paolo Pasco | Shortz |
| Mon, Oct 23, 2017 | 24A | Joan who sang at Woodstock | Timothy Polin | Shortz |
| Sat, Dec 10, 2016 | 48A | "And a Voice to Sing With" memoirist | Byron Walden | Shortz |
| Fri, Feb 12, 2016 | 55D | "Love Is Just a Four-Letter Word" singer | Brandon Hensley | Shortz |
| Sat, Jul 25, 2015 | 45D | Performer at 1963's March on Washington | Kevin G. Der | Shortz |
| Tue, Jun 02, 2015 | 38D | Folk singer Joan | Bruce Haight | Shortz |
| Thu, Nov 20, 2014 | 24A | Woodstock artist who performed while six months pregnant | Timothy Polin | Shortz |
| Tue, Nov 26, 2013 | 13D | Singer of many Dylan songs | Don Gagliardo and Zhouqin Burnikel | Shortz |
| Sat, Jun 15, 2013 | 6D | Guthrie's follower at Woodstock | Ned White | Shortz |
| Sun, Sep 23, 2012 | 13D | "We Shall Overcome" singer | Matt Ginsberg | Shortz |
| Wed, Aug 08, 2012 | 1D | Joan with a guitar | Peter A. Collins | Shortz |
| Tue, Dec 13, 2011 | 2D | Joan who sang at Woodstock | Jonathan Gersch | Shortz |
| Tue, Feb 22, 2011 | 49D | Woodstock folk singer | Ian Livengood | Shortz |
| Sat, Sep 26, 2009 | 35D | "And a Voice to Sing With" memoirist | Joon Pahk | Shortz |
| Fri, Jan 09, 2009 | 40A | Dylan was once her protégé | Paula Gamache | Shortz |
| Tue, Jun 10, 2008 | 24A | Joan at Woodstock | Barry C. Silk | Shortz |
| Sun, Jan 27, 2008 | 42D | Guthrie's follower at Woodstock | Mike Nothnagel | Shortz |
| Tue, Nov 29, 2005 | 22A | Folk singer Joan | Adam Cohen | Shortz |
| Wed, Jul 20, 2005 | 49A | Female singer at the original Woodstock | Roy Leban | Shortz |
| Sun, Apr 18, 2004 | 7D | "Diamonds and Rust" singer, 1975 | Richard Chisholm | Shortz |
| Thu, Feb 06, 2003 | 6A | Singer in Bob Dylan's Rolling Thunder Revue | Manny Nosowsky | Shortz |
| Tue, Aug 13, 2002 | 1D | Singer/activist Joan | Robert Malinow | Shortz |
| Fri, Nov 02, 2001 | 15D | Performer of many Dylan songs | Mary Jung | Shortz |
| Mon, May 24, 1999 | 36D | 59-Across performer | Gregory E. Paul | Shortz |
| Fri, Feb 19, 1999 | 1A | Classic name at the Newport Folk Festival | Dana Motley | Shortz |
| Sat, Nov 28, 1998 | 48A | Newport Folk Festival figure | Gilbert H. Ludwig | Shortz |
| Wed, Aug 02, 1995 | 55D | Folk singer Joan | James Neal | Shortz |