| 1 | –Waylon Jennings & Willie Nelson | Mammas Don't Let Your Babies Grow Up To Be Cowboys |
| 2 | –Don Williams | One Good Well |
| 3 | –Ronnie Milsap | Smoky Mountain Rain |
| 4 | –John Denver | Take Me Home, Country Roads |
| 5 | –Ricky Van Shelton | Life Turned Her That Way |
| 6 | –Billie Marten | Milk And Honey |
| 7 | –Chris Young | Tomorrow |
| 8 | –Lynn Anderson | Rose Garden |
| 9 | –Gretchen Wilson | Redneck Woman |
| 10 | –Billy Swan | I Can Help |
| 11 | –Phil Vassar | Just Another Day In Paradise |
| 12 | –Charlie Rich | Behind Closed Doors |
| 13 | –George Jones | He Stopped Loving Her Today |
| 14 | –Montgomery Gentry | Roll With Me |
| 15 | –Lissie | Sleepwalking |
| 16 | –Chet Atkins | Yakety Axe |
| 17 | –Alan Jackson | Chattahoochee |
| 18 | –Marianne Faithfull | Visions Of Johanna |
| 19 | –Pistol Annies | Hell On Heels |
| 20 | –Patty Loveless | You Can Feel Bad |
| 21 | –The Highwaymen | Desperados Waiting For A Train |
| 22 | –The Charlie Daniels Band | Uneasy Rider |
| 23 | –Lonestar | My Front Porch Looking In |
| 24 | –Elvis Presley | Snowbird |
| 25 | –The Highwaymen | Highwayman |
| 26 | –Ward Thomas | Carry You Home |
| 27 | –Alabama | Mountain Music |
| 28 | –Charley Pride | Kiss An Angel Good Mornin' |
| 29 | –Barbara Mandrell | Tonight My Baby's Coming Home |
| 30 | –Mary Chapin Carpenter | I Feel Lucky |
| 31 | –Joe Diffie | Pickup Man |
| 32 | –Aaron Tippin | There Ain't Nothin' Wrong With The Radio |
| 33 | –Travis Tritt | It's A Great Day To Be Alive |
| 34 | –Kris Kristofferson | Sunday Mornin' Comin' Down |
| 35 | –Don Gibson | Sea Of Heartbreak |
| 36 | –Charlie Rich | The Most Beautiful Girl |
| 37 | –Shenandoah | Next To You, Next To Me |
| 38 | –Tammy Wynette | D-I-V-O-R-C-E |
| 39 | –Brad Paisley | She's Everything |
| 40 | –Ward Thomas | Guilty Flowers |
| 41 | –B.J. Thomas | Whatever Happened To Old Fashioned Love |
| 42 | –Don Williams | I've Been Loved By The Best |
| 43 | –Perry Como | Delaware |
| 44 | –Johnny Cash | Folsom Prison Blues |
| 45 | –Willie Nelson | Always On My Mind |
| 46 | –Love And Theft | Angel Eyes |
| 47 | –Chris Young | You |
| 48 | –Johnny Cash | Ring Of Fire |
| 49 | –The Statler Brothers | Flowers On The Wall |
| 50 | –Don Gibson | Oh Lonesome Me |
| 51 | –Dolly Parton | Jolene |
| 52 | –Marty Robbins | El Paso |
| 53 | –Mary Chapin Carpenter | Passionate Kisses |
| 54 | –Alabama | Love In The First Degree |
| 55 | –Ray Price | For The Good Times |
| 56 | –Waylon Jennings | Good Hearted Woman |
| 57 | –Alan Jackson & Jimmy Buffett | It's Five O' Clock Somewhere |
| 58 | –Hoyt Axton | Della And The Dealer |
| 59 | –Jimmy Dean | Little Black Book |
| 60 | –Tammy Wynette | Stand By Your Man |
| 61 | –Bobby Bare | 500 Miles Away From Home |
| 62 | –George Jones | The Grand Tour |
| 63 | –Billy Ray Cyrus | Crazy 'Bout You Baby |
| 64 | –Dolly Parton & Kenny Rogers | Islands In The Stream |
| 65 | –Rosanne Cash | My Baby Thinks He's A Train |
| 66 | –Exile | Woke Up In Love |
| 67 | –Hank Locklin | Please Help Me, I'm Falling |
| 68 | –Merle Haggard | Let's Chase Each Other Round The Room |
| 69 | –Jim Reeves | Distant Drums |
| 70 | –Marty Robbins | Devil Woman |
| 71 | –Johnny Paycheck | Take This Job And Shove It |
| 72 | –Kris Kristofferson | Why Me |
| 73 | –Patty Loveless | Here I Am |
| 74 | –Brooks & Dunn | My Maria |
| 75 | –Ricky Van Shelton | I'll Leave This World Loving You |
| 76 | –Lonestar | Amazed |
| 77 | –Travis Tritt | Best Of Intentions |
| 78 | –Jim Reeves | He'll Have To Go |
| 79 | –Merle Haggard | That's The Way Love Goes |
| 80 | –Hoyt Axton | A Rusty Old Halo |
| 81 | –Rosanne Cash | Seven Year Ache |
| 82 | –Dr. Hook & The Medicine Show | Sylvia's Mother |
| 83 | –Wildwood Kin | Hold On |
| 84 | –Lorne Greene | Ringo |
| 85 | –Martina McBride | Wild Angels |
| 86 | –Tanya Tucker | Would You Lay With Me (In A Field Of Stone) |
| 87 | –Willie Nelson | On The Road Again |
| 88 | –Brooks & Dunn | Ain't Nothing 'Bout You |
| 89 | –George Hamilton IV | Abilene |
| 90 | –Shawn Mullins | Lullaby |
| 91 | –Martina McBride | I Love You |
| 92 | –John Denver | Annie's Song |
| 93 | –The Charlie Daniels Band | The Devil Went Down To Georgia |
| 94 | –Sara Evans | Born To Fly |
| 95 | –Montgomery Gentry | If You Ever Stop Loving Me |
| 96 | –Janis Joplin | Me And Bobby McGee |
| 97 | –Skeeter Davis | The End Of The World |
| 98 | –Jake Owen | Barefoot Blue Jean Night |
| 99 | –Bobby Bare | The Gambler |
| 100 | –Jimmy Dean | Big Bad John |