| A Hangover Ago | Dale Watson & Ray Benson | | | 3:33 | |
| A Little Piece | Ray Benson | | | 3:37 | |
| Across the Alley From the Alamo | Asleep at the Wheel featuring Johnny Rodriguez and Ray Benson | | | 3:17 | |
| Across the Alley From the Alamo | Asleep at the Wheel featuring Johnny Rodriguez and Ray Benson | | | 3:18 | |
| All My Ex’s Live in Texas | George Strait with Jason Aldean, Ray Benson, Kenny Chesney, Eric Church, Sheryl Crow, Vince Gill, Faith Hill, Alan Jackson, Miranda Lambert, Martina McBride | | | 3:28 | |
| Ballin' the Jack | Deborah Silver & Ray Benson | | | ?:?? | |
| Big Ball’s in Cowtown | Asleep at the Wheel featuring George Strait and Ray Benson | | 2 | 2:42 | |
| Big Ball’s in Cowtown | Asleep at the Wheel featuring George Strait and Ray Benson | | | 4:18 | |
| Black And Blue Blues | Ray Benson | | | 2:55 | |
| Brain Cloudy Blues | Asleep at the Wheel with Jamey Johnson & Ray Benson | | | 4:20 | |
| Bring It On Down to My House | Asleep at the Wheel featuring Ray Benson | | | 2:50 | |
| Bring It On Down to My House | Asleep at the Wheel featuring Ray Benson | | | 2:50 | |
| Bus' Breakdown | Dale Watson & Ray Benson | | | 2:25 | |
| Cryin' to Cryin' Time Again | Dale Watson & Ray Benson | | | 3:36 | |
| Deep in the Heart of Texas | Colt McCoy, Pat Green, Kevin Fowler, Roger Creager, Mike Eli, Wade Bowen, Kyle Park & Ray Benson | | | 2:58 | |
| Ding Dong Daddy From Dumas | Asleep at the Wheel with Robert Earl Keen & Ray Benson | | | 3:25 | |
| Don’t You Just Know It | Bonnie Bishop feat. Ray Benson | | | 3:41 | |
| Dusty Skies | Asleep at the Wheel featuring Riders in the Sky and Ray Benson | | | 3:03 | |
| Dusty Skies | Asleep at the Wheel featuring Riders in the Sky and Ray Benson | | | 3:03 | |
| Feelin' Haggard | Dale Watson & Ray Benson | | | 3:44 | |
| Feliz Navidad | Asleep at the Wheel feat. Tish Hinojosa & Ray Benson | | | 3:59 | |
| Forget About Tomorrow Today | Dale Watson & Ray Benson | | | 2:35 | |
| Get Your Kicks on Route 66 | Asleep at the Wheel feat. Leroy Preston, Johnny Nicholas & Ray Benson | | | 3:11 | |
| Give Me Some Peace | Ray Benson | | | 3:28 | |
| Got a Letter From My Kid Today | Asleep at the Wheel featuring Ray Benson | | | 3:21 | |
| Got a Letter From My Kid Today | Asleep at the Wheel featuring Ray Benson | | | 3:22 | |
| Heartache and Pain | Ray Benson | | | 3:40 | |
| Hubbin’ It | Asleep at the Wheel featuring Huey Lewis and Ray Benson | | | 2:28 | |
| Hubbin’ It | Asleep at the Wheel featuring Huey Lewis and Ray Benson | | | 2:28 | |
| I Ain't Lookin' for No Trouble | Ray Benson | | | 4:03 | |
| I Can’t Give You Anything but Love | Asleep at the Wheel with Kat Edmonson & Ray Benson | | | 3:19 | |
| I Don’t Do Windows | Jamey Johnson feat. Ray Benson & Asleep at the Wheel | | | 3:22 | |
| I Wish You Knew | Dale Watson & Ray Benson | | | 2:16 | |
| I'm the Only Hell My Mama Ever Raised | Billy Dee Cox with Dale Watson & Ray Benson | | | 3:38 | |
| Ida Red | Asleep at the Wheel featuring Jody Nix, Huey Lewis, Willie Nelson, Ray Benson | | | 3:04 | |
| Ida Red | Asleep at the Wheel featuring Jody Nix, Huey Lewis, Willie Nelson, Ray Benson | | | 3:06 | |
| If I Needed You | Ray Benson | | | 3:16 | |
| If I Needed You | Ray Benson | | | 3:37 | |
| If I Needed You | Ray Benson | | | 3:39 | |
| In Texas With a Band | Brennen Leigh feat. Ray Benson | | | 2:52 | |
| In the Blink of an Eye | Ray Benson | | | 4:02 | |
| It Ain't You | Ray Benson | | | 4:11 | |
| JJ Cale | Ray Benson | | | 4:10 | |
| Killed by a 45 | Ray Benson | | | 3:11 | |
| Lady Down on Love | Bob Schneider's Texas Bluegrass Massacre with Ray Benson | | | 3:29 | |
| Limehouse Blues | The Bordertown Bootleggers feat. Joel Guzman & Ray Benson | | | 4:28 | |
| Lovin Man | Ray Benson | | | 5:09 | |
| Marie | Ray Benson | | | 2:43 | |
| Milk Cow Blues | Tim McGraw with Ray Benson | | | 3:09 | |
| Milk Cow Blues | Tim McGraw with Ray Benson | | | 5:54 | |
| Nobody's Ever Down in Texas | Dale Watson & Ray Benson | | | 2:36 | |
| Old Fashioned Love | Asleep at the Wheel featuring Suzy Bogguss and Ray Benson | | | 3:25 | |
| Old Fashioned Love | Asleep at the Wheel featuring Suzy Bogguss and Ray Benson | | | 3:51 | |
| One Step Forward | The Shootouts feat. Ray Benson & Asleep at the Wheel | | | 3:25 | |
| Over and Over | Ray Benson | | | 4:31 | |
| Peacock Alley | Cindy Cashdollar w/ Ray Benson, Derek O'Brien & Mike Flanigin | | 4 | 4:34 | |
| Play! | Ray Benson | | | 2:27 | |
| Play! (instrumental version) | Ray Benson | | | 2:27 | |
| Riding in the Car | Asleep at the Wheel feat. Ray Benson | | | 3:04 | |
| Route 66 | Ray Benson | | | 2:57 | |
| Rudolph the Red Nosed Reindeer | Billy Gilman, Ray Benson, Asleep at the Wheel | | | 2:17 | |
| Santa Got Busted by the Border Patrol (Feat. Ray Benson) | Kevin Fowler feat. Ray Benson | | | 2:32 | |
| Shotgun Willie | Lyle Lovett & Ray Benson | | | 3:54 | |
| Shotgun Willie | Lyle Lovett & & Ray Benson | | | ?:?? | |
| Sittin' and Thinkin' About You | Dale Watson & Ray Benson | | | 2:41 | |
| Sorry | Ray Benson & Tosca String Quartet | | | 3:37 | |
| Texas | Charlie Daniels w/ Lee Roy Parnell and Ray Benson | | | 3:04 | |
| The Ballad of Dale and Ray | Dale Watson & Ray Benson | | | 3:45 | |
| The Prison Blues | Curley Ray Benson | | | 3:00 | |
| Think of Me | Buddy Owens & Ray Benson With Flaco Jiménez | | | 2:45 | |
| Time to Boogie | Ray Benson | | | 3:39 | |
| Wrapping Paper | Jake Shimabukuro feat. Ray Benson and Asleep at the Wheel | | | 2:46 | |
| Write Your Own Songs | Dale Watson & Ray Benson | | | 2:54 | |
