| Date | Grid | Clue | Author | Editor |
| Sat Oct 12, 2024 | 33D | Grammy-winning singer who has recorded in several fictional languages | Katie Hoody | Fagliano |
| Sat Aug 17, 2024 | 1A | Ireland's second-best-selling musical act after U2 | Brandon Koppy | Fagliano |
| Tue Apr 30, 2024 | 65A | One-named Irish singer with four Grammys | Michèle Govier | Fagliano |
| Sun Jan 7, 2024 | 115D | Singer with the album "Watermark" | Michael Schlossberg | Shortz |
| Sun Dec 24, 2023 | 96D | Mononymous Irish singer | Drew Schmenner | Shortz |
| Mon Nov 20, 2023 | 44A | One-named singer from Ireland | Sam Ezersky | Shortz |
| Sun Nov 19, 2023 | 117A | Noted Celtic musician | Rebecca Goldstein and Rachel Fabi | Shortz |
| Wed Aug 16, 2023 | 47A | Mononymous Grammy winner | Mangesh Ghogre and Brendan Emmett Quigley | Shortz |
| Tue Aug 8, 2023 | 27A | Singer with the 5x platinum album "Shepherd Moons" | Zachary David Levy | Shortz |
| Sun Apr 30, 2023 | 50D | Popular singer who has recorded in Elvish | Lewis Rothlein and Jeff Chen | Shortz |
| Tue Apr 25, 2023 | 18D | "Orinoco Flow" singer (9) | Grant Boroughs | Shortz |
| Thu Feb 16, 2023 | 54A | Singer known as the "Queen of New Age" | Kevin Patterson | Shortz |
| Wed Feb 8, 2023 | 26A | One-named singer with the 2000 hit "Only Time" | Chase Dittrich | Shortz |
| Sun Nov 20, 2022 | 64D | Singer born Eithne Pádraigín Ní Bhraonáin | Joe Deeney | Shortz |
| Wed Oct 12, 2022 | 55D | Singer born Eithne Ní Bhraonáin (4) | Drew Schmenner | Shortz |
| Tue Aug 2, 2022 | 23D | One-named Irish singer (8) | Jay Kaskel and Daniel Kantor | Shortz |
| Sun Jul 31, 2022 | 13D | Musical artist known as the "Queen of New Age" | Jesse Goldberg | Shortz |
| Sat Jul 30, 2022 | 4D | Singer who owns Manderley Castle in Killiney | Lance Enfinger | Shortz |
| Thu Jun 9, 2022 | 68A | "A Day Without Rain" singer (8) | Dan Ziring | Shortz |
| Mon Apr 25, 2022 | 65A | Grammy winner who sometimes sings in Gaelic | Li Ding | Shortz |
| Fri Feb 4, 2022 | 59A | Ireland's best-selling solo artist (3) | Joseph Greenbaum | Shortz |
| Sun Jan 16, 2022 | 108D | One-named Irish hitmaker | Derrick Niederman | Shortz |
| Tue Jul 13, 2021 | 17A | "Orinoco Flow" singer (9) | Bruce Haight | Shortz |
| Mon Mar 8, 2021 | 8D | One-named Irish singer (8) | Eric Bornstein | Shortz |
| Sun Feb 28, 2021 | 12D | One-named Irish singer (8) | Brad Wiegmann | Shortz |
| Thu Nov 5, 2020 | 59D | "Shepherd Moons" singer, 1991 | Jeremy Newton | Shortz |
| Mon Jul 13, 2020 | 56A | One-named singer with the hit "Orinoco Flow" | Erik Agard | Shortz |
| Wed Jul 8, 2020 | 7D | Four-time Grammy winner for Best New Age Album | Chase Dittrich | Shortz |
| Sun May 24, 2020 | 67D | Ireland's best-selling solo artist (3) | Andrew Chaikin | Shortz |
| Sun Apr 12, 2020 | 60D | Singer born Eithne Ní Bhraonáin (4) | Joel Fagliano | Shortz |
| Wed Aug 7, 2019 | 24D | One-named singer with four Grammys (2) | Jeff Chen | Shortz |
| Thu Apr 25, 2019 | 23A | "Watermark" singer, 1988 | Jon Olsen | Shortz |
| Sun Oct 21, 2018 | 26A | Popular singer born in County Donegal (2) | Finn Vigeland | Shortz |
| Sat Aug 4, 2018 | 9D | "May It Be" singer, 2001 (3) | Sam Trabucco | Shortz |
| Sun Jul 22, 2018 | 88D | One-named Irish singer (8) | Patrick Merrell | Shortz |
| Sat Mar 31, 2018 | 10D | Artist with the 7x platinum album "A Day Without Rain" | Kevin G. Der | Shortz |
| Mon Feb 5, 2018 | 7D | One-named Irish singer (8) | Alan Arbesfeld | Shortz |
| Wed Jan 31, 2018 | 8D | One-named New Age singer (6) | Josh Radnor and Jeff Chen | Shortz |
| Sun Sep 24, 2017 | 115A | Grammy-winning singer of "Shepherd Moons" | Alan Arbesfeld | Shortz |
| Sun Jun 25, 2017 | 77D | Singer heard in the first "Lord of the Rings" movie | Jacob Stulberg | Shortz |
| Mon Jun 12, 2017 | 52D | New Age singer from Ireland (2) | Dan Margolis | Shortz |
| Mon May 8, 2017 | 28A | One-named New Age singer (6) | Zhouqin Burnikel | Shortz |
| Mon Feb 13, 2017 | 63A | One-named New Age singer (6) | Brent Sverdloff and Michael Blake | Shortz |
| Sun Jan 8, 2017 | 108D | "Dark Sky Island" singer | Peter Broda and Erik Agard | Shortz |
| Thu Dec 15, 2016 | 22A | Singer with the 2008 album "And Winter Came ..." | Jacob Stulberg | Shortz |
| Mon Dec 12, 2016 | 36D | One-named singer from County Donegal | Mark McClain | Shortz |
| Mon Jul 4, 2016 | 7D | Writer/singer of an Elvish song for "The Lord of the Rings" | Jill Denny and Jeff Chen | Shortz |
| Tue Feb 16, 2016 | 61A | "Dark Sky Island" singer, 2015 | Ron and Nancy Byron | Shortz |
| Wed Dec 16, 2015 | 27A | New Age Grammy winner (2) | Paula Gamache | Shortz |
| Fri Nov 13, 2015 | 38A | Performer of the 2001 Oscar-nominated song "May It Be" | Patrick Berry | Shortz |
| Sat Oct 24, 2015 | 54A | Singer who has recorded in Tolkien's Elvish language | Andrew Zhou | Shortz |
| Tue Sep 22, 2015 | 2D | One-named Irish Grammy winner (2) | Victor Barocas and Tom Pepper | Shortz |
| Fri Aug 28, 2015 | 10D | "Trains and Winter Rains" singer, 2008 | Samuel A. Donaldson | Shortz |
| Mon Aug 24, 2015 | 30D | One-named singer with multiple Grammys | Lynn Lempel | Shortz |
| Wed Jun 3, 2015 | 23A | Ireland's best-selling solo artist (3) | Herre Schouwerwou | Shortz |
| Thu Jan 22, 2015 | 63A | "Watermark" singer | Timothy Polin | Shortz |
| Tue Dec 2, 2014 | 50A | One-named singer with four Grammys (2) | Timothy Polin | Shortz |
| Fri Oct 3, 2014 | 57D | "And Winter Came ..." singer, 2008 | Tracy Bennett | Shortz |
| Mon Aug 25, 2014 | 28D | New Age star from Ireland | Greg Johnson | Shortz |
| Sun Aug 10, 2014 | 21A | Singer with the triple-platinum album "The Memory of Trees" | Elizabeth C. Gorski | Shortz |
| Thu Nov 28, 2013 | 55D | "A Day Without Rain" singer (8) | Loren Muse Smith and Jeff Chen | Shortz |
| Sun Oct 20, 2013 | 62D | "May It Be" singer, 2001 (3) | Elizabeth C. Gorski | Shortz |
| Thu Oct 10, 2013 | 46A | Self-titled platinum album of 1986 | Jeffrey Wechsler | Shortz |
| Sun Sep 8, 2013 | 54A | Four-time Best New Age Album Grammy winner | Pete Muller and Sue Keefer | Shortz |
| Fri Sep 6, 2013 | 19A | Singer born Eithne Ní Bhraonáin (4) | Brad Wilber and Doug Peterson | Shortz |
| Mon Sep 2, 2013 | 68A | New Age singer from Ireland (2) | Jim Peredo | Shortz |
| Mon Aug 19, 2013 | 9D | "Orinoco Flow" singer (9) | Jean O'Conor | Shortz |
| Thu May 23, 2013 | 4D | 2006 Grammy winner for "Amarantine" | David Levinson Wilk | Shortz |
| Sun Dec 23, 2012 | 14D | "Watermark" vocalist (2) | Joe DiPietro | Shortz |
| Mon Nov 12, 2012 | 68A | One-named New Age singer (6) | Randall J. Hartman | Shortz |
| Thu Nov 8, 2012 | 30A | "A Day Without Rain" artist | Damon J. Gulczynski | Shortz |
| Fri Nov 2, 2012 | 36A | "Paint the Sky With Stars" singer (2) | Derek Bowman | Shortz |
| Wed Aug 29, 2012 | 67A | New Ager who sings in Irish Gaelic | Tony Orbach | Shortz |
| Sun Jul 29, 2012 | 127A | "Shepherd Moons" Grammy winner | Kevin G. Der | Shortz |
| Mon May 14, 2012 | 47A | Grammy winner from County Donegal, Ireland | John Dunn | Shortz |
| Thu Apr 19, 2012 | 66A | Recording artist made famous by the BBC series "The Celts" | Sean Dobbin | Shortz |
| Tue Jan 10, 2012 | 41D | New Age Grammy winner (2) | Gary Cee | Shortz |
| Wed Sep 7, 2011 | 57D | "And Winter Came ..." singer | Jim Hilger | Shortz |
| Sun Jul 3, 2011 | 120D | "And Winter Came ..." artist (3) | Pete Muller | Shortz |
| Tue Apr 19, 2011 | 37D | 1987 album later rereleased as "The Celts" | Randall J. Hartman | Shortz |
| Mon Apr 4, 2011 | 50A | One-named Irish Grammy winner (2) | Lynn Lempel | Shortz |
| Thu Mar 31, 2011 | 23A | "May It Be" singer, 2001 (3) | Jeremy Horwitz and Tyler Hinman | Shortz |
| Sat Jan 29, 2011 | 55D | Mononymous four-time Grammy winner | Ned White | Shortz |
| Sat Aug 7, 2010 | 20A | Singer with the 4x platinum album "Watermark" | Joe Krozel | Shortz |
| Thu Jul 15, 2010 | 61A | Irish pop star | Brendan Emmett Quigley and Patrick Blindauer | Shortz |
| Thu Mar 11, 2010 | 17A | Grammy winner from County Donegal | John Farmer | Shortz |
| Wed Jan 20, 2010 | 34D | Popular singer born in County Donegal (2) | Trip Payne | Shortz |
| Wed Jan 6, 2010 | 3D | Grammy winner for "Amarantine" | Julian Lim | Shortz |
| Sun Jan 3, 2010 | 1A | Singer with the compilation "A Box of Dreams" | Jeremy Newton | Shortz |
| Fri Dec 25, 2009 | 16D | "And Winter Came ..." artist (3) | Paula Gamache | Shortz |
| Sat Oct 3, 2009 | 48D | "And Winter Came ..." artist (3) | Doug Peterson | Shortz |
| Wed Sep 23, 2009 | 12D | "A Day Without Rain" singer (8) | Jonathan Gersch | Shortz |
| Wed Sep 16, 2009 | 22A | "Orinoco Flow" singer, 1989 | Maura B. Jacobson | Shortz |
| Tue May 12, 2009 | 60D | One-named New Age singer (6) | Wayne and P. K. King | Shortz |
| Thu Mar 26, 2009 | 8D | Singer with the 2008 gold record "And Winter Came ..." | Edward Safran | Shortz |
| Tue Feb 3, 2009 | 34D | "Orinoco Flow" singer (9) | Katie Yeager | Shortz |
| Mon Feb 2, 2009 | 57D | "Only Time" singer, 2001 | Damon J. Gulczynski | Shortz |
| Thu Sep 4, 2008 | 13D | Irish singer with eight platinum U.S. albums | Matt Ginsberg | Shortz |
| Sun Aug 10, 2008 | 39D | "Watermark" vocalist (2) | Will Nediger | Shortz |
| Wed Jun 18, 2008 | 30D | 2001 Oscar nominee for Best Original Song, "May It Be" | Adam Fromm | Shortz |
| Sat May 31, 2008 | 23D | "Amarantine" Grammy winner | Robert H. Wolfe | Shortz |
| Thu May 8, 2008 | 63A | "Paint the Sky With Stars: The Best of ___" (1997 album) | Harvey Estes | Shortz |
| Tue Apr 22, 2008 | 33D | New Age superstar | Nancy Salomon | Shortz |
| Fri Feb 29, 2008 | 34A | "Caribbean Blue" singer | Patrick Berry | Shortz |
| Thu Aug 16, 2007 | 6A | 2001 Oscar nominee for the song "May It Be" | Alan Arbesfeld | Shortz |
| Sun Aug 12, 2007 | 92D | Singer with the double-platinum album "The Memory of Trees" | Cathy Millhauser | Shortz |
| Fri Jul 20, 2007 | 5D | "Paint the Sky With Stars" singer (2) | Barry C. Silk | Shortz |
| Thu Jun 14, 2007 | 25D | Singer with the 1992 quintuple-platinum album "Shepherd Moons" | Donna Hoke Kahwaty | Shortz |
| Thu Mar 1, 2007 | 62D | "A Day Without Rain" singer (8) | Steven E. Atwood | Shortz |
| Tue Nov 28, 2006 | 24D | Singer with an Oscar-nominated song in "The Lord of the Rings" | Alan Arbesfeld | Shortz |
| Thu Oct 19, 2006 | 56A | Singer born Eithne Ní Bhraonáin (4) | Raymond C. Young | Shortz |
| Fri Sep 29, 2006 | 16A | "May It Be" singer, 2002 | David Quarfoot | Shortz |
| Mon May 8, 2006 | 68A | "A Day Without Rain" singer (8) | Norm Guggenbiller | Shortz |
| Sun Apr 23, 2006 | 115A | "Only Time" singer (6) | Joe DiPietro | Shortz |
| Sun Oct 16, 2005 | 103D | "A Day Without Rain" singer (8) | Con Pederson | Shortz |
| Fri Mar 25, 2005 | 8D | Single-named singer (2) | Harvey Estes | Shortz |
| Wed Mar 2, 2005 | 63D | "Only Time" singer (6) | James M. Jenista and Dana McLemore | Shortz |
| Sat Oct 23, 2004 | 2D | "Book of Days" songstress | James E. Buell | Shortz |
| Sun Jul 4, 2004 | 41A | "Only Time" singer (6) | Elizabeth C. Gorski | Shortz |
| Sun Jun 20, 2004 | 17D | "Only Time" singer (6) | Manny Nosowsky | Shortz |
| Thu Jun 17, 2004 | 51D | "The Memory of Trees" Grammy winner | Robert H. Wolfe | Shortz |
| Wed Jun 16, 2004 | 37D | "Orinoco Flow" singer (9) | Paula Gamache | Shortz |
| Mon Jan 12, 2004 | 38D | "A Day Without Rain" singer, 2000 | Kurt Mengel | Shortz |
| Thu Jan 1, 2004 | 2D | Single-named singer (2) | Richard Silvestri | Shortz |
| Sun Nov 16, 2003 | 59A | "Only Time" singer (6) | Cathy Millhauser | Shortz |
| Tue Nov 11, 2003 | 56A | One-named New Ager | M. Francis Vuolo | Shortz |
| Sat Jul 19, 2003 | 10D | Artist with the quadruple platinum album "Shepherd Moons" | Bob Peoples | Shortz |
| Sun Mar 2, 2003 | 80D | Oscar nominee for a song in "The Lord of the Rings" | Brendan Emmett Quigley | Shortz |
| Thu Feb 13, 2003 | 55D | "A Day Without Rain" singer (8) | Joe DiPietro | Shortz |
| Tue Jan 14, 2003 | 12D | New Age singer | Adam G. Perl | Shortz |
| Mon Jan 13, 2003 | 50A | One-named Irish singer (8) | Gregory E. Paul | Shortz |
| Mon Oct 28, 2002 | 30D | "Orinoco Flow" singer (9) | Randy Sowell | Shortz |
| Thu Sep 19, 2002 | 7D | Grammy winner for "A Day Without Rain" | Randolph Ross | Shortz |
| Wed Aug 14, 2002 | 41D | "Pure Moods" singer | David Levinson Wilk | Shortz |
| Sun Jun 30, 2002 | 37D | "A Day Without Rain" singer (8) | Joe DiPietro | Shortz |
| Mon Mar 4, 2002 | 23A | One-named New Age singer (6) | Randall J. Hartman | Shortz |
| Sun Jan 27, 2002 | 116A | "Only Time" singer (6) | Patrick Berry | Shortz |
| Fri Jul 20, 2001 | 52A | Singer of the multimillion-selling album "Watermark" | Jim Page | Shortz |
| Sun Mar 18, 2001 | 67D | "Orinoco Flow" singer (9) | Richard Silvestri | Shortz |
| Tue Jan 9, 2001 | 56D | "Orinoco Flow" singer (9) | Nick Grivas | Shortz |
| Fri Dec 1, 2000 | 18A | Popular one-named singer | Bob Klahn | Shortz |
| Fri Dec 31, 1999 | 28D | Irish pop singer | Peter Gordon | Shortz |
| Sun Oct 17, 1999 | 163A | Popular New Age singer | Bob and Sharon Klahn | Shortz |
| Sat Jul 3, 1999 | 23A | One-named Irish singer (8) | David J. Kahn | Shortz |
| Wed Jul 8, 1998 | 69A | New Age music superstar | Sam Bellotto Jr. | Shortz |
| Fri Feb 28, 1997 | 15D | "Orinoco Flow" singer (9) | Bob Klahn | Shortz |
| Tue Nov 12, 1996 | 31D | One-named Irish singer (8) | E. Lexau | Shortz |