| Rank | Song | Count | Graph |
|---|
| 1 | If It Makes You Happy | 32 |  |
| 2 | Every Day Is A Winding Road | 26 | |
| 3 | All I Wanna Do | 22 | |
| 4 | A Change Would Do You Good | 16 | |
| 5 | Leaving Las Vegas | 16 | |
| 6 | My Favorite Mistake | 16 | |
| 7 | There Goes The Neighborhood | 12 | |
| 8 | Home | 9 | |
| 9 | Soak Up The Sun | 9 | |
| 10 | The First Cut Is The Deepest | 9 | |
| 11 | Strong Enough | 8 | |
| 12 | C'mon, C'mon (Featuring The Corrs) | 7 | |
| 13 | Picture (Featuring Kid Rock) | 7 | |
| 14 | Everyday Is A Winding Road | 6 | |
| 15 | Everyday Is A Winding Road (Featuring Bill Murray) | 6 | |
| 16 | Gold Dust Woman (Featuring Stevie Nicks) | 6 | |
| 17 | Happy (Featuring Keith Richards) | 6 | |
| 18 | I Shall Believe | 6 | |
| 19 | If It Makes You Happy (Featuring Chrissie Hynde) | 6 | |
| 20 | It Don't Hurt | 6 | |
| 21 | Let's Get Free | 6 | |
| 22 | Light In Your Eyes | 6 | |
| 23 | Run, Baby, Run | 6 | |
| 24 | Strong Enough (Featuring Dixie Chicks) | 6 | |
| 25 | The Difficult Kind (Featuring Sarah McLachlan) | 6 | |
| 26 | White Room (Featuring Eric Clapton) | 6 | |
| 27 | Real Gone | 4 | |
| 28 | Best Of Times | 3 | |
| 29 | Beware Of Darkness (feat. Brandi Carlile) | 3 | |
| 30 | Can’t Cry Anymore | 3 | |
| 31 | Cross Creek Road | 3 | |
| 32 | Don't (feat. Lucius) | 3 | |
| 33 | Everything Is Broken (feat. Jason Isbell) | 3 | |
| 34 | I Shall Believe (feat. Lucius) | 3 | |
| 35 | It Don’t Hurt | 3 | |
| 36 | Maybe Angels | 3 | |
| 37 | Nobody’s Perfect (feat. Emmylou Harris) | 3 | |
| 38 | Prove You Wrong (feat. Stevie Nicks, Maren Morris, Waddy Wachtel & Steve Jordan) | 3 | |
| 39 | Run, Baby, Run (feat. Lucius) | 3 | |
| 40 | Steve McQueen | 3 | |
| 41 | Still The Good Old Days | 3 | |
| 42 | Strong Enough (feat. Lucius) | 3 | |
| 43 | Tell Me When It’s Over | 3 | |
| 44 | Tombstone Blues (Featuring Eric Clapton, Dixie Chicks, Chrissie Hynde, Sarah McLachlan, Stevie Nicks & Keith Richards) | 3 | |
| 45 | Wouldn’t Want To Be Like You / Na Na Song | 3 | |
| 46 | Alone in the Dark | 2 | |
| 47 | Be Myself | 2 | |
| 48 | Grow Up | 2 | |
| 49 | Halfway There | 2 | |
| 50 | Heartbeat Away | 2 | |
| 51 | Long Way Back | 2 | |
| 52 | Love Will Save the Day | 2 | |
| 53 | Mother Nature's Son - I Am Sam | 2 | |
| 54 | Rest of Me | 2 | |
| 55 | Roller Skate | 2 | |
| 56 | Strangers Again | 2 | |
| 57 | Tombstone Blues (Featuring Eric Clapton, Dixie Chicks, Chrissie Hynde, Sarah McLachlan, Stevie Nicks & Keith Richards) | 2 | |
| 58 | Tomorrow Never Dies | 2 | |
| 59 | Woo Woo | 2 | |
| 60 | Mother Nature's Son | 1 | |
| 61 | Redemption Day | 1 | |
| 62 | Tombstone Blues (Featuring Eric Clapton, Dixie Chicks, Chrissie Hynde, Sarah McLachlan, Stevie Nicks | 1 | |