Here is a sample of some of the songs the Cadillac Cowboys perform.
| Act Naturally | Honky Tonk Man | |
| Ain't as Good as I Once Was | If Tomorrow Never Comes | |
| Amanda | It Won't Hurt | |
| Amarillo by Morning | Kansas City | |
| Are the Good Times Over | King of the Road | |
| As Fast As You | Little Sister | |
| Bad Bad Leroy Brown | Long Haired Country Boy | |
| Big City | Mama's Don't Let Your Babies Grow Up | |
| Black Dress Song | Margarittaville | |
| Blue Eyes Crying in the Rain | Neon Moon | |
| Brown Eyed Girl | Okie From Muskogee | |
| Country Boy Can Survive | Old Habits | |
| Cowboy Rides Away | Silver Wings | |
| Don't be Cruel | Simple Man | |
| Folsom Prison | That's The Way Love Goes | |
| For the Good Times | Thousand Miles | |
| Good Hearted Woman | Tulsa Time | |
| Guitars and Cadillacs | Twinkle, Twinkle Lucky Star | |
| He Stopped Loving Her Today | Whiskey Bent & Hell Bound | |
| Help Me Make it Through the Night | You Look So Good in Love | |
| Home of the Blues | Your Cheatin' Heart |