| Name | Artist | Composer | Album | Genre | |
| 1 | MMM...Montana | Wylie & the Wild West | Wylie Gustafson | Hooves of the Horses | Cowboy and Western |
| 2 | Wyoming on My Mind | Sons of the San Joaquin | Charlie Daniels | From Whence Came the Cowboy | Cowboy and Western |
| 3 | I Ride an Old Paint/Whoopee Ti-Yi-Yo, Git Along Little Doggies | Michael Martin Murphey | Traditional | Cowboy Songs 1 | Cowboy and Western |
| 4 | Ol' Montan | Wylie & the Wild West | Wylie Gustafson | Total Yodel! | Cowboy and Western |
| 5 | Wending My Way to Wyoming | Sons of the Pioneers | Bob Nolan | Essential Collection [Varese] Disc 2 | Cowboy and Western |
| 6 | Leavin' Cheyenne | Ian Tyson | Traditional | Songs of the West, Vol. 1 | Cowboy and Western |
| 7 | Montana Moon | Wylie & the Wild West | Wylie Gustafson | Ridin' the Hi-Line | Cowboy and Western |
| 8 | Big City | Merle Haggard | Merle Haggard/Dean Holloway | 40 #1 Hits Disc 2 | Country |
| 9 | Good-Bye Old Paint | Wylie & the Wild West | Cowboy Ballads and Dance Songs | Cowboy and Western | |
| 10 | Medley: Blue Rock Montana/Red Headed Stranger | Willie Nelson | Carl Stutz/Edith Lindeman/Willie Nelson | Red Headed Stranger | Country |
| 11 | Red Headed Stranger | Willie Nelson | Carl Stutz/Edith Lindeman | Red Headed Stranger | Country |
| 12 | My Home's in Montana | Wylie & the Wild West | Cowboy Ballads and Dance Songs | Cowboy and Western | |
| 13 | Blue Montana Skies | Riders in the Sky | Ranger Doug Green | Yodel the Cowboy Way | Cowboy and Western |
| 14 | Goodbye Old Paint | Michael Martin Murphey | Traditional | Cowboy Songs 1 | Cowboy and Western |
| 15 | Big Sky Lullaby | Wylie & the Wild West | Wylie Gustafson | Total Yodel! | Cowboy and Western |
| 16 | Whoopee Ti Yi Yo | Sons of the Pioneers | Traditional | Essential Collection [Varese] Disc 2 | Cowboy and Western |
