| Song Name | Comments | |
|---|---|---|
| 1 | On The Road Again | 6 |
| 2 | To All The Girls I've Loved Before | 2 |
| 3 | Crazy | 1 |
| 4 | City of New Orleans | 3 |
| 5 | Blue Eyes Crying In The Rain | 13 |
| 6 | Always on My Mind (Brenda Lee cover) | 18 |
| 7 | Me And Paul | 4 |
| 8 | Good Hearted Woman | 0 |
| 9 | Night Life | 0 |
| 10 | Georgia on My Mind | 0 |
| 11 | My Heroes Have Always Been Cowboys | 0 |
| 12 | Pancho and Lefty | 0 |
| 13 | Funny How Time Slips Away | 0 |
| 14 | Hello Walls | 1 |
| 15 | The Highwayman | 24 |
| 16 | Blue Skies | 0 |
| 17 | Mammas Don't Let Your Babies Grow Up to Be Cowboys | 2 |
| 18 | Whiskey River [Live] | 0 |
| 19 | Seven Spanish Angels | 9 |
| 20 | Bloody Mary Morning | 0 |
