| Song | Plays | Release | | Writer(s) |
|---|
| 1 | Romeo & Juliet | 5 |  | Romeo & Juliet (2022) | |
| 2 | Do I Wait | 4 |  | Ashes & Fire (2011) | Ryan Adams |
| 3 | Oh My Sweet Carolina | 4 |  | Heartbreaker (2000) | Ryan Adams |
| 4 | Outbound Train | 4 |  | Prisoner (2017) | Ryan Adams |
| 5 | To Be Without You | 4 | | Prisoner (2017) | Ryan Adams |
| 6 | When The Stars Go Blue | 4 |  | Gold (2001) | Ryan Adams |
| 7 | Prisoner | 4 | | Prisoner (2017) | Ryan Adams and Mike Viola |
| 8 | Come Pick Me Up | 4 | | Heartbreaker (2000) | Ryan Adams and Van Alston |
| 9 | Invisible Riverside | 3 | | Ashes & Fire (2011) | Ryan Adams |
| 10 | My Wrecking Ball | 3 |  | Ryan Adams (2014) | Ryan Adams |
| 11 | 16 Days | 3 |  | Stranger's Almanac (1997) | Ryan Adams |
| 12 | Dreaming You Backwards | 3 |  | Wednesdays (2020) | |
| 13 | Answering Bell | 3 | | Gold (2001) | Ryan Adams |
| 14 | Afraid Not Scared | 2 |  | Love Is Hell (2004) | Ryan Adams |
| 15 | Ashes & Fire | 2 | | Ashes & Fire (2011) | Ryan Adams |
| 16 | SYLVIA PLATH | 2 | | Gold (2001) | Ryan Adams, Richard Causon |
| 17 | Save Me | 2 | | Ashes & Fire (2011) | Ryan Adams |
| 18 | Walk In The Dark | 2 | | Wednesdays (2020) | |
| 19 | This House Is Not For Sale | 2 | | Love Is Hell (2004) | Ryan Adams |
| 20 | Chris | 2 |  | Chris (2022) | |
| 21 | Everybody Knows | 2 |  | Easy Tiger (2007) | Ryan Adams, Brad Pemberton, Neal Casal, Jon Graboff |
| 22 | Wednesdays | 2 | | Wednesdays (2020) | |
| 23 | Blue Hotel | 2 |  | Songbird (2006) | Ryan Adams |
| 24 | New York, New York | 2 | | Gold (2001) | Ryan Adams |
| 25 | Strawberry Wine | 2 |  | 29 (2005) | Ryan Adams |
| 26 | Kim | 2 | | Ryan Adams (2014) | Ryan Adams |
| 27 | English Girls Approximately | 2 | | Love Is Hell (2004) | Ryan Adams |
| 28 | Cannonball Days | 2 | | Gold (2001) | Ryan Adams |
| 29 | Houses On The Hill | 2 | | Stranger's Almanac (1997) | Ryan Adams, Caitlin Cary |
| 30 | Harder Now That It's Over | 1 | | Gold (2001) | Ryan Adams, Chris Stills |
| 31 | Tired Of Giving Up | 1 | | Ryan Adams (2014) | Ryan Adams |
| 32 | Karina | 1 |  | 48 Hours (2001) | |
| 33 | You Will Always Be The Same | 1 |  | Demolition (2002) | Ryan Adams |
| 34 | When You Cross Over | 1 | | Wednesdays (2020) | |
| 35 | Anything I Say To You Now | 1 | | Prisoner (2017) | Ryan Adams |
| 36 | Nobody Girl | 1 | | Gold (2001) | Ryan Adams, Ethan Johns |
| 37 | La Cienega Just Smiled | 1 | | Gold (2001) | Ryan Adams |
| 38 | Goodnight Rose | 1 | | Easy Tiger (2007) | Ryan Adams, Brad Pemberton, Neal Casal, Jon Graboff |
| 39 | Chin Up, Cheer Up | 1 | | Demolition (2002) | Ryan Adams |
| 40 | Gimme Something Good | 1 | | Ryan Adams (2014) | Ryan Adams |
| 41 | At Home With The Animals | 1 | | Romeo & Juliet (2022) | |
| 42 | Say What You Said | 1 | | Chris (2022) | |
| 43 | Shadows | 1 | | Ryan Adams (2014) | Ryan Adams |
| 44 | The Rescue Blues | 1 | | Gold (2001) | Ryan Adams |
| 45 | Let It Ride | 1 |  | Cold Roses (2005) | Ryan Adams, J.P. Bowersock, Cindy Cashdollar, Brad Pemberton, Catherine Popper |
| 46 | Do You Still Love Me? | 1 | | Prisoner (2017) | Ryan Adams and Daniel Clarke |
| 47 | Call Me On Your Way Back Home | 1 | | Heartbreaker (2000) | Ryan Adams |
| 48 | How Do You Keep Love Alive? | 1 | | Cold Roses (2005) | Ryan Adams, J.P. Bowersock, Cindy Cashdollar, Brad Pemberton, Catherine Popper |
| 49 | So, Anyways | 1 | | Wednesdays (2020) | |
| 50 | Tightrope | 1 | | Prisoner (2017) | Ryan Adams |
| 51 | Oh My God, Whatever, Etc. | 1 | | Easy Tiger (2007) | Ryan Adams, Brad Pemperton |
| 52 | Was I Wrong? | 1 | | Chris (2022) | |
| 53 | Run | 1 | | Romeo & Juliet (2022) | |
| 54 | Hard Way To Fall | 1 |  | Jacksonville City Nights (2005) | Ryan Adams, J.P. Bowersock, Brad Pemberton, Catherine Popper, Jon Graboff |
| 55 | I Just Might | 1 | | Ryan Adams (2014) | Ryan Adams |
| 56 | Please Do Not Let Me Go | 1 | | Love Is Hell (2004) | Ryan Adams |
| 57 | Shiver And Shake | 1 | | Prisoner (2017) | Ryan Adams |
| 58 | Moving Target | 1 | | Chris (2022) | |
| 59 | This Is Your House | 1 | | Romeo & Juliet (2022) | |
| 60 | Wild Flowers | 1 | | Gold (2001) | Ryan Adams |
| 61 | Where Everybody Knows Your Name | 1 |  | Gary Portnoy cover | |
| 62 | Streets of Philadelphia | 1 |  | Bruce Springsteen cover | Bruce Springsteen |
| 63 | Sweet Illusions | 1 | | Cold Roses (2005) | Ryan Adams, J.P. Bowersock, Cindy Cashdollar, Brad Pemberton, Catherine Popper |
| 64 | Halloween | 1 | | Love Is Hell (2004) | Ryan Adams |
| 65 | Stay With Me | 1 | | Ryan Adams (2014) | Ryan Adams |
| 66 | Withering Heights | 1 | | Jacksonville City Nights (2005) | Ryan Adams, J.P. Bowersock, Brad Pemberton, Catherine Popper, Jon Graboff |
| 67 | Desire | 1 | | Demolition (2002) | Ryan Adams |
| 68 | What Sin Replaces Love | 1 | | Jacksonville City Nights (2005) | Ryan Adams, J.P. Bowersock, Brad Pemberton, Catherine Popper, Jon Graboff |
| 69 | Now That You're Gone | 1 | | Cold Roses (2005) | Ryan Adams, J.P. Bowersock, Cindy Cashdollar, Brad Pemberton, Catherine Popper |
| 70 | Birmingham | 1 | | Wednesdays (2020) | |
| 71 | Dear Chicago | 1 | | Demolition (2002) | Ryan Adams |
| 72 | Broken Anyway | 1 | | Prisoner (2017) | Ryan Adams |
| 73 | Dear John | 1 | | Jacksonville City Nights (2005) | Norah Jones & Ryan Adams |
| 74 | Damn, Sam (I Love A Woman That Rains) | 1 | | Heartbreaker (2000) | Ryan Adams |
| 75 | My Winding Wheel | 1 | | Heartbreaker (2000) | Ryan Adams |
| 76 | Walls | 1 | | 48 Hours (2001) | |
| 77 | September | 1 | | Jacksonville City Nights (2005) | Ryan Adams, J.P. Bowersock, Brad Pemberton, Catherine Popper, Jon Graboff |
| 78 | Crossed Out Name | 1 |  | Cardinology (2008) | Ryan Adams |
| 79 | Lucky Now | 1 | | Ashes & Fire (2011) | Ryan Adams |
| 80 | Livin' On A Prayer | 1 |  | Bon Jovi cover | |
| 81 | Jacksonville Skyline | 1 |  | Pneumonia (2001) | Ryan Adams |
| 82 | The Wizard | 1 |  | Black Sabbath cover | |
| 83 | Haunted House | 1 | | Prisoner (2017) | Ryan Adams |
| 84 | My Blue Manhattan | 1 | | Love Is Hell (2004) | Ryan Adams |
| 85 | Spinning Wheel | 1 | | Chris (2022) | |
| 86 | Stove | 1 |  | The Lemonheads cover | |
| 87 | In My Time Of Need | 1 | | Heartbreaker (2000) | Ryan Adams |
| 88 | It's Not That Kind of Night | 1 | | Wednesdays (2020) | |
| 89 | Dive | 1 | | Chris (2022) | |
| 90 | Rats In The Wall | 1 |  | Live At Rough Trade (2017) | Ryan Adams |
| 91 | Am I Safe | 1 | | Ryan Adams (2014) | Ryan Adams |
| 92 | Why Do They Leave? | 1 | | Heartbreaker (2000) | Ryan Adams |
| 93 | Dirty Rain | 1 | | Ashes & Fire (2011) | Ryan Adams |
| 94 | Let Go | 1 | | Ryan Adams (2014) | Ryan Adams |
| 95 | Dancing With The Women At The Bar | 1 | | Stranger's Almanac (1997) | Ryan Adams |
| 96 | The End | 1 | | Jacksonville City Nights (2005) | Ryan Adams, Michael Panes |
| 97 | Poison & Pain | 1 | | Wednesdays (2020) | |
| 98 | Breakdown | 1 | | Prisoner (2017) | Ryan Adams |
| 99 | Carolina Rain | 1 | | 29 (2005) | Ryan Adams |
| 100 | To Be Young (Is To Be Sad, Is To Be High) | 1 | | Heartbreaker (2000) | Ryan Adams and David Rawlings |
| 101 | The Crystal Skull | 1 |  | III/IV (2010) | Ryan Adams |
| 102 | Miss Sunflower | 1 |  | |
| 103 | Trouble | 1 | | Ryan Adams (2014) | Ryan Adams |
| 104 | I Love You But I Don't Know What To Say | 1 | | Ashes & Fire (2011) | Ryan Adams |
| 105 | Racing In The Street | 1 |  | Bruce Springsteen cover | |
| 106 | Feels Like Fire | 1 | | Ryan Adams (2014) | Ryan Adams |
| 107 | Two | 1 | | Easy Tiger (2007) | Ryan Adams, Brad Pemperton |
| 108 | Doomsday | 1 | | Prisoner (2017) | Ryan Adams |
| 109 | Who Is Going To Love Me Now, If Not You | 1 | | Wednesdays (2020) | |
| 110 | Mamma | 1 | | Wednesdays (2020) | |
| 111 | Firecracker | 1 | | Gold (2001) | Ryan Adams |
| 112 | We Disappear | 1 | | Prisoner (2017) | Ryan Adams |
| 113 | If I Am A Stranger | 1 | | Cold Roses (2005) | Ryan Adams, J.P. Bowersock, Cindy Cashdollar, Brad Pemberton, Catherine Popper |
| 114 | Crooked Shake | 1 | | Chris (2022) | |
| 115 | Political Scientist | 1 | | Love Is Hell (2004) | Ryan Adams |
| 116 | I See Monsters | 1 | | Love Is Hell (2004) | Ryan Adams |