| Name | Artist | Composer | Album | Genre | |
| 1 | In the Garden | Randy Travis | C. Austin Miles | Worship & Faith | Country |
| 2 | Chiseled in Stone | Vern Gosdin | Max D. Barnes/Vern Gosdin | Chiseled in Stone | Country |
| 3 | Good to Go | John Corbett | Rodney Clawson/Tim Nichols | John Corbett | Alt.Country |
| 4 | Farther Along | Randy Travis | J.R. Baxter/W.B. Stevens | Worship & Faith | Country |
| 5 | What to Do | Buddy Holly | Buddy Holly | Gold Disc 2 | Rock |
| 6 | On the Road Again | Willie Nelson | Willie Nelson | Super Hits | Country |
| 7 | Ramblin' Man | Hank Williams | Hank Williams | 40 Greatest Hits Disc 2 | Country |
| 8 | Freewheeler | Michael Martin Murphey | Jesse Winchester | Cowboy Songs 4 | Cowboy and Western |
| 9 | Time | Hootie & the Blowfish | Darius Rucker/Dean Felber/Jim Sonefeld/Mark Bryan | Cracked Rear View | Rock |
| 10 | I Don't Love You Much Do I | Guy Clark | Guy Clark/Richard Leigh | Boats to Build | Country |
| 11 | Ramblin' Man | Allman Brothers | Dickey Betts | Brothers and Sisters | Rock |
| 12 | Fifteen Years Ago | Conway Twitty | 36 All-Time Greatest Hits Disc 2 | Country | |
| 13 | Caravan | Chet Atkins | The Early Years 1946 - 1957 Disc 4 | Country | |
| 14 | Dry Lightning | Michael Martin Murphey | Bruce Springsteen | Cowboy Songs 5 - Heartland Cowboy | Cowboy and Western |
| 15 | Close to the Land [America's Heartland Theme] | Michael Martin Murphey | Michael Martin Murphey/Rob Quist | Cowboy Songs 5 - Heartland Cowboy | Cowboy and Western |
| 16 | The Wheel Comes Around (Morgan's Song) | Michael Martin Murphey | Clay Riness/Michael Martin Murphey | Cowboy Songs 5 - Heartland Cowboy | Cowboy and Western |
| 17 | Miles and Miles of Texas | Asleep at the Wheel | Diane Johnston/Thomas Canfield | Live at Billy Bob's Texas | Cowboy and Western |
| 18 | Song from Lonesome Dove | Michael Martin Murphey | Michael Martin Murphey | Cowboy Songs 4 | Cowboy and Western |
| 19 | Mama's Opry | Sunny Sweeney | I. Dement | Heartbreaker's Hall of Fame | Country |
| 20 | Beautiful Texas | Willie Nelson | W. Lee O'Daniel | Texas In My Soul | Country |
| 21 | Route 66 | Asleep at the Wheel | Bobby Troup | Live at Billy Bob's Texas | Cowboy and Western |
| 22 | El Paso City | Marty Robbins | Marty Robbins | The Great Disc 3 | Country |
| 23 | Nothing I Can Do About It Now | Willie Nelson | Beth Nielsen Chapman | 16 Biggest Hits | Country |
| 24 | Down the Line | Buddy Holly | Bobby Montgomery/Buddy Holly/Norman Petty | Gold Disc 1 | Rock |
| 25 | Listen to Me | Buddy Holly | Charles Hardin/Norman Petty | Gold Disc 1 | Rock |
| 26 | Cash | John Corbett | Jessi Alexander/Jon Randall | John Corbett | Alt.Country |
| 27 | Long and Lonesome Ride to Dalhart | Michael Martin Murphey | Michael Martin Murphey | Cowboy Songs 5 - Heartland Cowboy | Cowboy and Western |
| 28 | Mamas Don't Let Your Babies Grow Up to Be Cowboys | Chris LeDoux | Ed Bruce; Patsy Bruce | Songbook of the American West - Sing Me a Song Mr. Rodeo Man | Cowboy and Western |
| 29 | Cannonball Yodel | Wylie & the Wild West | Cowboy Ballads and Dance Songs | Cowboy and Western | |
| 30 | Ponies | Michael Martin Murphey | Jeffrey Hawthorne Bullock | Horse Legends | Cowboy and Western |
| 31 | MMM...Montana | Wylie & the Wild West | Wylie Gustafson | Hooves of the Horses | Cowboy and Western |
| 32 | Montana Moon | Wylie & the Wild West | Wylie Gustafson | Ridin' the Hi-Line | Cowboy and Western |
| 33 | Out of Line (Karen's Song) | Michael Martin Murphey | Michael Martin Murphey | Cowboy Songs 5 - Heartland Cowboy | Cowboy and Western |
| 34 | North to Alaska | Johnny Horton | Johnny Horton/Tillman Franks | Johnny Horton's Greatest Hits | Country |
| 35 | Dreams | Cranberries | Dolores O'Riordan/Noel Hogan | Everybody Is Doing It, So Why Can't We: The Complete Sessions 1991-1993 | Rock |
