Top 40 Hot Country Songs Of The 1990s

Beow are the Top 40 Hot Country Songs in alphabetical order using the last Billboard country song chart week of each year from 1990 to 1999. These charts are created using the most popular country songs reported to Billboard by various services like country radio stations, streaming digital services, digital downloads, etc. in the United States. Over the years, the charts have gone through a series of name changes. Currently, the chart is called “Hot Country Songs”. Previous chart names included “Hot C&W Sides”, “Hot Country Singles”, and “Hot Country Singles & Tracks.”

Table of Contents

1990
1991
1992
1993
1994
1995
1996
1997
1998
1999

1990

According to Billboard, the top 3 Songs for 1990 were: I’ve Come To Expect It From You by George Strait, Unanswered Prayers by Garth Brooks, and Never Knew Lonely by Vince Gill.

  1. (YOU’RE MY) SOUL AND INSPIRATION by The Oak Ridge Boys
  2. A FEW GOOD THINGS REMAIN by Kathy Mattea
  3. A FEW OLE COUNTRY BOYS by Randy Travis & George Jones
  4. AIN’T NECESSARILY SO by Willie Nelson
  5. BACK IN MY YOUNGER DAYS by Don Williams
  6. BROTHER JUKEBOX by Mark Chesnutt
  7. CHASIN’ THAT NEON RAINBOW by Alan Jackson
  8. COME NEXT MONDAY by K.T. Oslin
  9. COME ON BACK by Carlene Carter
  10. CRAZY IN LOVE by Conway Twitty
  11. DADDY’S COME AROUND by Paul Overstreet
  12. FEED THIS FIRE by Anne Murray
  13. FOOL SUCH AS I by Baillie And The Boys
  14. FOREVER’S AS FAR AS I’LL GO by Alabama
  15. FRIENDS IN LOW PLACES by Garth Brooks
  16. GHOST IN THIS HOUSE by Shenandoah
  17. HOME by Joe Diffie
  18. I’VE COME TO EXPECT IT FROM YOU by George Strait
  19. IT WON’T BE ME by Tanya Tucker
  20. LIFE’S LITTLE UPS AND DOWNS by Ricky Van Shelton
  21. LOVE CAN BUILD A BRIDGE by The Judds
  22. LOVE WILL BRING HER AROUND by Rob Crosby
  23. NEVER KNEW LONELY by Vince Gill
  24. NOW THAT WE’RE ALONE by Rodney Crowell
  25. PUT YOURSELF IN MY SHOES by Clint Black
  26. ROCK ‘N’ ROLL ANGEL by The Kentucky Headhunters
  27. RUMOR HAS IT by Reba McEntire
  28. SOMEONE ELSE’S TROUBLE NOW by Highway 101
  29. THE NIGHT’S TOO LONG by Patty Loveless
  30. THERE FOR A WHILE by Steve Wariner
  31. THESE LIPS DON’T KNOW HOW TO SAY GOODBYE by Doug Stone
  32. TURN IT ON, TURN IT UP, TURN ME LOOSE by Dwight Yoakam
  33. UNANSWERED PRAYERS by Garth Brooks
  34. WALK ON FAITH by Mike Reid
  35. WE’VE GOT IT MADE by Lee Greenwood
  36. YET by Exile
  37. YOU LIE by Reba McEntire
  38. YOU REALLY HAD ME GOING by Holly Dunn
  39. YOU WIN AGAIN by Mary Chapin Carpenter
  40. YOU’VE GOT TO STAND FOR SOMETHING by Aaron Tippin

1991

According to Billboard, the top 3 Songs for 1991 were: My Next Broken Heart by Brooks & Dunn, For My Broken Heart by Reba McEntire, and Love, Me by Collin Raye.

  1. (WITHOUT YOU) WHAT DO I DO WITH ME by Tanya Tucker
  2. A JUKEBOX WITH A COUNTRY SONG by Doug Stone
  3. A LONG TIME AGO by The Remingtons
  4. AFTER THE LIGHTS GO OUT by Ricky Van Shelton
  5. ANYMORE by Travis Tritt
  6. ASKING US TO DANCE by Kathy Mattea
  7. BROKEN PROMISE LAND by Mark Chesnutt
  8. BROTHERLY LOVE by Keith Whitley & Earl Thomas Conley
  9. CADILLAC STYLE by Sammy Kershaw
  10. EAGLE WHEN SHE FLIES by Dolly Parton
  11. FOR CRYING OUT LOUD by Davis Daniel
  12. FOR MY BROKEN HEART by Reba McEntire
  13. FOREVER TOGETHER by Randy Travis
  14. GOING OUT TONIGHT by Mary Chapin Carpenter
  15. HURT ME BAD (IN A REAL GOOD WAY) by Patty Loveless
  16. I KNOW WHERE LOVE LIVES by Hal Ketchum
  17. I’LL STOP LOVING YOU by Mike Reid
  18. IF YOU WANT TO FIND LOVE by Kenny Rogers
  19. KEEP IT BETWEEN THE LINES by Ricky Van Shelton
  20. LEAVE HIM OUT OF THIS by Steve Wariner
  21. LIKE WE NEVER HAD A BROKEN HEART by Trisha Yearwood
  22. LOOK AT US by Vince Gill
  23. LOVE, ME by Collin Raye
  24. MAMA DON’T FORGET TO PRAY FOR ME by Diamond Rio
  25. MY NEXT BROKEN HEART by Brooks & Dunn
  26. SHAMELESS by Garth Brooks
  27. SHE’S NEVER COMIN’ BACK by Mark Collie
  28. SOME GUYS HAVE ALL THE LOVE by Little Texas
  29. SOMEDAY by Alan Jackson
  30. SOMEDAY SOON by Suzy Bogguss
  31. STICKS AND STONES by Tracy Lawrence
  32. STILL BURNIN’ FOR YOU by Rob Crosby
  33. THE CHILL OF AN EARLY FALL by George Strait
  34. THE DIRT ROAD by Sawyer Brown
  35. THE WHISKEY AIN’T WORKIN’ by Travis Tritt With Marty Stuart
  36. THEN AGAIN by Alabama
  37. TURN THAT RADIO ON by Ronnie Milsap
  38. WHAT KIND OF FOOL by Lionel Cartwright
  39. YOU CAN DEPEND ON ME by Restless Heart
  40. YOU DON’T COUNT THE COST by Billy Dean

1992

According to Billboard, the top 3 Songs for 1992 were: Don’t Let Our Love Start Slippin’ Away by Vince Gill, She’s Got The Rhythm (And I Got The Blues) by Alan Jackson, and Somewhere Other Than The Night by Garth Brooks.

  1. ALL THESE YEARS by Sawyer Brown
  2. ANYWHERE BUT HERE by Sammy Kershaw
  3. BURN ONE DOWN by Clint Black
  4. CADILLAC RANCH by Chris LeDoux
  5. CAN I TRUST YOU WITH MY HEART by Travis Tritt
  6. DON’T LET OUR LOVE START SLIPPIN’ AWAY by Vince Gill
  7. DRIVE SOUTH by Suzy Bogguss
  8. EVEN THE MAN IN THE MOON IS CRYIN’ by Mark Collie
  9. HE WOULD BE SIXTEEN by Michelle Wright
  10. I CROSS MY HEART by George Strait
  11. I DON’T NEED YOUR ROCKIN’ CHAIR by George Jones
  12. I WANT YOU BAD (AND THAT AIN’T GOOD) by Collin Raye
  13. I’M IN A HURRY (AND DON’T KNOW WHY) by Alabama
  14. IF THERE HADN’T BEEN YOU by Billy Dean
  15. IN A WEEK OR TWO by Diamond Rio
  16. JUST ONE NIGHT by McBride & The Ride
  17. LEAVIN’S BEEN A LONG TIME COMIN’ by Shenandoah
  18. LET GO OF THE STONE by John Anderson
  19. LIFE’S A DANCE by John Michael Montgomery
  20. LONESOME STANDARD TIME by Kathy Mattea
  21. LOOK HEART, NO HANDS by Randy Travis
  22. LOST AND FOUND by Brooks & Dunn
  23. LOVE WITHOUT MERCY by Lee Roy Parnell
  24. MY STRONGEST WEAKNESS by Wynonna
  25. NO ONE ELSE ON EARTH by Wynonna
  26. QUEEN OF MEMPHIS by Confederate Railroad
  27. SEMINOLE WIND by John Anderson
  28. SHAKE THE SUGAR TREE by Pam Tillis
  29. SHE’S GOT THE RHYTHM (AND I GOT THE BLUES) by Alan Jackson
  30. SOMEBODY PAINTS THE WALL by Tracy Lawrence
  31. SOMEWHERE OTHER THAN THE NIGHT by Garth Brooks
  32. SURE LOVE by Hal Ketchum
  33. TAKE IT BACK by Reba McEntire
  34. TOO BUSY BEING IN LOVE by Doug Stone
  35. TWO SPARROWS IN A HURRICANE by Tanya Tucker
  36. WALKAWAY JOE by Trisha Yearwood
  37. WATCH ME by Lorrie Morgan
  38. WHAT WERE YOU THINKIN’ by Little Texas
  39. WHEN SHE CRIES by Restless Heart
  40. WILD MAN by Ricky Van Shelton

1993

According to Billboard, the top 3 Songs for 1993 were: I Don’t Call Him Daddy by Doug Supernaw, The Song Remembers When by Trisha Yearwood, and Fast As You by Dwight Yoakam.

  1. A LITTLE LESS TALK AND A LOT MORE ACTION by Toby Keith
  2. ALMOST GOODBYE by Mark Chesnutt
  3. AMERICAN HONKY-TONK BAR ASSOCIATION by Garth Brooks
  4. DRIVIN’ AND CRYIN’ by Steve Wariner
  5. EASY COME, EASY GO by George Strait
  6. FAST AS YOU by Dwight Yoakam
  7. GOD BLESSED TEXAS by Little Texas
  8. HEY CINDERELLA by Suzy Bogguss
  9. HIGH TECH REDNECK by George Jones
  10. I DON’T CALL HIM DADDY by Doug Supernaw
  11. I JUST WANTED YOU TO KNOW by Mark Chesnutt
  12. I NEVER KNEW LOVE by Doug Stone
  13. I SWEAR by John Michael Montgomery
  14. I WANT TO BE LOVED LIKE THAT by Shenandoah
  15. I’D LIKE TO HAVE THAT ONE BACK by George Strait
  16. IS IT OVER YET by Wynonna
  17. JOHN DEERE GREEN by Joe Diffie
  18. KISS ME IN THE CAR by John Berry
  19. LIVE UNTIL I DIE by Clay Walker
  20. MERCURY BLUES by Alan Jackson
  21. MY SECOND HOME by Tracy Lawrence
  22. ON THE ROAD by Lee Roy Parnell
  23. QUEEN OF MY DOUBLE WIDE TRAILER by Sammy Kershaw
  24. RECKLESS by Alabama
  25. ROCK MY WORLD (LITTLE COUNTRY GIRL) by Brooks & Dunn
  26. SHE USED TO BE MINE by Brooks & Dunn
  27. SHE’D GIVE ANYTHING by Boy Howdy
  28. SOMEBODY NEW by Billy Ray Cyrus
  29. SOMEPLACE FAR AWAY (CAREFUL WHAT YOU’RE DREAMING) by Hal Ketchum
  30. SOON by Tanya Tucker
  31. STATE OF MIND by Clint Black
  32. THE BOYS & ME by Sawyer Brown
  33. THE CALL OF THE WILD by Aaron Tippin
  34. THE SONG REMEMBERS WHEN by Trisha Yearwood
  35. WE JUST DISAGREE by Billy Dean
  36. WERE YOU REALLY LIVIN’ by Brother Phelps
  37. WHY DON’T THAT TELEPHONE RING by Tracy Byrd
  38. WILD ONE by Faith Hill
  39. WORTH EVERY MILE by Travis Tritt
  40. YOU WILL by Patty Loveless

1994

According to Billboard, the top 3 Songs for 1994 were: Pickup Man by Joe Diffie, Not A Moment Too Soon by Tim McGraw, and Take Me As I Am by Faith Hill.

  1. BABY LIKES TO ROCK IT by The Tractors
  2. BEND IT UNTIL IT BREAKS by John Anderson
  3. BETWEEN AN OLD MEMORY AND ME by Travis Tritt
  4. DOCTOR TIME by Rick Trevino
  5. GOIN’ THROUGH THE BIG D by Mark Chesnutt
  6. GONE COUNTRY by Alan Jackson
  7. HARD LOVIN’ WOMAN by Mark Collie
  8. HEART TROUBLE by Martina McBride
  9. HERE I AM by Patty Loveless
  10. I GOT IT HONEST by Aaron Tippin
  11. I SEE IT NOW by Tracy Lawrence
  12. I’LL NEVER FORGIVE MY HEART by Brooks & Dunn
  13. IF I COULD MAKE A LIVING by Clay Walker
  14. IF YOU’VE GOT LOVE by John Michael Montgomery
  15. KICK A LITTLE by Little Texas
  16. LITTLE HOUSES by Doug Stone
  17. LIVIN’ ON LOVE by Alan Jackson
  18. MAYBE SHE’S HUMAN by Kathy Mattea
  19. MI VIDA LOCA (MY CRAZY LIFE) by Pam Tillis
  20. MY KIND OF GIRL by Collin Raye
  21. NIGHT IS FALLIN’ IN MY HEART by Diamond Rio
  22. NOT A MOMENT TOO SOON by Tim McGraw
  23. NOW I KNOW by Lari White
  24. OLD ENOUGH TO KNOW BETTER by Wade Hayes
  25. PICKUP MAN by Joe Diffie
  26. SOMEWHERE IN THE VICINITY OF THE HEART by Shenandoah/Alison Krauss
  27. TAKE ME AS I AM by Faith Hill
  28. TENDER WHEN I WANT TO BE by Mary Chapin Carpenter
  29. THE BIG ONE by George Strait
  30. THE FIRST STEP by Tracy Byrd
  31. THERE GOES MY HEART by The Mavericks
  32. THIS IS ME by Randy Travis
  33. THIS TIME by Sawyer Brown
  34. TILL YOU LOVE ME by Reba McEntire
  35. UNTANGLIN’ MY MIND by Clint Black
  36. UPSTAIRS DOWNTOWN by Toby Keith
  37. WE CAN’T LOVE LIKE THIS ANYMORE by Alabama
  38. WHEN LOVE FINDS YOU by Vince Gill
  39. WHEN THE THOUGHT OF YOU CATCHES UP WITH ME by David Ball
  40. YOU AND ONLY YOU by John Berry

1995

According to Billboard, the top 3 Songs for 1995 were: That’s As Close As I’ll Get To Loving You by Aaron Tippin, Can’t Be Really Gone by Tim McGraw, and Rebecca Lynn by Bryan White.

  1. (IF YOU’RE NOT IN IT FOR LOVE) I’M OUTTA HERE! by Shania Twain
  2. BACK IN YOUR ARMS AGAIN by Lorrie Morgan
  3. BIGGER THAN THE BEATLES by Joe Diffie
  4. BORN IN THE DARK by Doug Stone
  5. CAN’T BE REALLY GONE by Tim McGraw
  6. CHECK YES OR NO by George Strait
  7. COWBOY LOVE by John Michael Montgomery
  8. DEEP DOWN by Pam Tillis
  9. GO REST HIGH ON THAT MOUNTAIN by Vince Gill
  10. GRANDPA TOLD ME SO by Kenny Chesney
  11. HEART HALF EMPTY by Ty Herndon Featuring Stephanie Bentley
  12. HERE COMES THE RAIN by The Mavericks
  13. I KNOW SHE STILL LOVES ME by George Strait
  14. IF I HAD ANY PRIDE LEFT AT ALL by John Berry
  15. IF YOU LOVED ME by Tracy Lawrence
  16. IN PICTURES by Alabama
  17. IT MATTERS TO ME by Faith Hill
  18. LIFE GETS AWAY by Clint Black
  19. LIFE GOES ON by Little Texas
  20. LIKE THERE AIN’T NO YESTERDAY by BlackHawk
  21. LOVE LESSONS by Tracy Byrd
  22. NOT ENOUGH HOURS IN THE NIGHT by Doug Supernaw
  23. NOT THAT DIFFERENT by Collin Raye
  24. NOTHING by Dwight Yoakam
  25. OUT WITH A BANG by David Lee Murphy
  26. PARADISE by John Anderson
  27. REBECCA LYNN by Bryan White
  28. REDNECK 12 DAYS OF CHRISTMAS by Jeff Foxworthy
  29. RING ON HER FINGER, TIME ON HER HANDS by Reba McEntire
  30. ROUND HERE by Sawyer Brown
  31. TALL, TALL TREES by Alan Jackson
  32. TEQUILA TALKIN’ by Lonestar
  33. THAT’S AS CLOSE AS I’LL GET TO LOVING YOU by Aaron Tippin
  34. THE CAR by Jeff Carson
  35. THE FEVER by Garth Brooks
  36. WHAT I MEANT TO SAY by Wade Hayes
  37. WHEN A WOMAN LOVES A MAN by Lee Roy Parnell
  38. WHEN BOY MEETS GIRL by Terri Clark
  39. WHO NEEDS YOU BABY by Clay Walker
  40. WILD ANGELS by Martina McBride

1996

According to Billboard, the top 3 Songs for 1996 were: One Way Ticket (Because I Can) by LeAnn Rimes, Little Bitty by Alan Jackson, and The Fear Of Being Alone by Reba McEntire.

  1. A MAN THIS LONELY by Brooks & Dunn
  2. ALL I DO IS LOVE HER by James Bonamy
  3. AMEN KIND OF LOVE by Daryle Singletary
  4. ANOTHER YOU, ANOTHER ME by Brady Seals
  5. BIG LOVE by Tracy Byrd
  6. EVERY LIGHT IN THE HOUSE by Trace Adkins
  7. EVERYBODY KNOWS by Trisha Yearwood
  8. FRIENDS by John Michael Montgomery
  9. GOODNIGHT SWEETHEART by David Kersh
  10. HALF WAY UP by Clint Black
  11. HER MAN by Gary Allan
  12. HIGH LOW AND IN BETWEEN by Mark Wills
  13. I CAN STILL MAKE CHEYENNE by George Strait
  14. I CAN’T DO THAT ANYMORE by Faith Hill
  15. IS THAT A TEAR by Tracy Lawrence
  16. IT’S A LITTLE TOO LATE by Mark Chesnutt
  17. KING OF THE MOUNTAIN by George Strait
  18. LET ME INTO YOUR HEART by Mary Chapin Carpenter
  19. LIKE THE RAIN by Clint Black
  20. LITTLE BITTY by Alan Jackson
  21. LONELY TOO LONG by Patty Loveless
  22. LOVE IS STRONGER THAN PRIDE by Ricochet
  23. MAYBE HE’LL NOTICE HER NOW by Mindy McCready (Featuring Lonestar’s Richie McDonald)
  24. MAYBE WE SHOULD JUST SLEEP ON IT by Tim McGraw
  25. ME TOO by Toby Keith
  26. NOBODY KNOWS by Kevin Sharp
  27. ONE WAY TICKET (BECAUSE I CAN) by LeAnn Rimes
  28. POOR, POOR PITIFUL ME by Terri Clark
  29. PRETTY LITTLE ADRIANA by Vince Gill
  30. RUNNING OUT OF REASONS TO RUN by Rick Trevino
  31. SHE WANTS TO BE WANTED AGAIN by Ty Herndon
  32. SHE’S TAKEN A SHINE by John Berry
  33. STRAWBERRY WINE by Deana Carter
  34. THAT OL’ WIND by Garth Brooks
  35. THAT’S ANOTHER SONG by Bryan White
  36. THE FEAR OF BEING ALONE by Reba McEntire
  37. WHAT IF JESUS COMES BACK LIKE THAT by Collin Raye
  38. WHERE CORN DON’T GROW by Travis Tritt
  39. WOULD I by Randy Travis
  40. YOU CAN’T STOP LOVE by Marty Stuart

1997

According to Billboard, the top 3 Songs for 1997 were: Longneck Bottle by Garth Brooks, A Broken Wing by Martina McBride, and Between The Devil And Me by Alan Jackson.

  1. A BROKEN WING by Martina McBride
  2. A CHANCE by Kenny Chesney
  3. ANGEL IN MY EYES by John Michael Montgomery
  4. BETWEEN THE DEVIL AND ME by Alan Jackson
  5. DID I SHAVE MY LEGS FOR THIS? by Deana Carter
  6. DON’T BE STUPID (YOU KNOW I LOVE YOU) by Shania Twain
  7. EVERYWHERE by Tim McGraw
  8. FROM HERE TO ETERNITY by Michael Peterson
  9. HE’S GOT YOU by Brooks & Dunn
  10. HONKY TONK TRUTH by Brooks & Dunn
  11. I CAN LOVE YOU BETTER by Dixie Chicks
  12. I HAVE TO SURRENDER by Ty Herndon
  13. I WANNA FALL IN LOVE by Lila McCann
  14. I’M SO HAPPY I CAN’T STOP CRYING by Toby Keith With Sting
  15. IF YOU CAN’T BE GOOD (BE GOOD AT IT) by Neal McCoy
  16. IMAGINE THAT by Diamond Rio
  17. IN ANOTHER’S EYES by Trisha Yearwood And Garth Brooks
  18. JUST TO SEE YOU SMILE by Tim McGraw
  19. LAND OF THE LIVING by Pam Tillis
  20. LITTLE RED RODEO by Collin Raye
  21. LONGNECK BOTTLE by Garth Brooks
  22. LOVE GETS ME EVERY TIME by Shania Twain
  23. LOVE OF MY LIFE by Sammy Kershaw
  24. OF COURSE I’M ALRIGHT by Alabama
  25. ON THE SIDE OF ANGELS by LeAnn Rimes
  26. ONE OF THOSE NIGHTS TONIGHT by Lorrie Morgan
  27. ONE SMALL MIRACLE by Bryan White
  28. PLEASE by The Kinleys
  29. POSTMARKED BIRMINGHAM by BlackHawk
  30. SOMETHING THAT WE DO by Clint Black
  31. STILL IN LOVE WITH YOU by Travis Tritt
  32. THE DAY THAT SHE LEFT TULSA (IN A CHEVY) by Wade Hayes
  33. THE NOTE by Daryle Singletary
  34. THE REST OF MINE by Trace Adkins
  35. TODAY MY WORLD SLIPPED AWAY by George Strait
  36. WHAT IF by Reba McEntire
  37. WHAT IF I SAID by Anita Cochran (Duet With Steve Wariner)
  38. YOU DON’T SEEM TO MISS ME by Patty Loveless
  39. YOU WALKED IN by Lonestar
  40. YOU’VE GOT TO TALK TO ME by Lee Ann Womack

1998

According to Billboard, the top 3 Songs for 1998 were: You’re Easy On The Eyes by Terri Clark, Husbands And Wives by Brooks & Dunn, and Someone You Used To Know by Collin Raye.

  1. A BITTER END by Deryl Dodd
  2. A LITTLE PAST LITTLE ROCK by Lee Ann Womack
  3. ABSENCE OF THE HEART by Deana Carter
  4. BUSY MAN by Billy Ray Cyrus
  5. BY THE BOOK by Michael Peterson
  6. DON’T LAUGH AT ME by Mark Wills
  7. EVERYTHING’S CHANGED by Lonestar
  8. FLY (THE ANGEL SONG) by The Wilkinsons
  9. FOR A LITTLE WHILE by Tim McGraw
  10. FOR YOU I WILL by Aaron Tippin
  11. GETCHA SOME by Toby Keith
  12. HOLD ON TO ME by John Michael Montgomery
  13. HONEY, I’M HOME by Shania Twain
  14. HUSBANDS AND WIVES by Brooks & Dunn
  15. I DON’T WANT TO MISS A THING by Mark Chesnutt
  16. IF I LOST YOU by Travis Tritt
  17. IT MUST BE LOVE by Ty Herndon
  18. IT’S YOUR SONG by Garth Brooks
  19. KEEPIN’ UP by Alabama
  20. LET ME LET GO by Faith Hill
  21. NO PLACE THAT FAR by Sara Evans
  22. POWERFUL THING by Trisha Yearwood
  23. RIGHT ON THE MONEY by Alan Jackson
  24. SOMEBODY’S OUT THERE WATCHING by The Kinleys
  25. SOMEONE YOU USED TO KNOW by Collin Raye
  26. SPIRIT OF A BOY, WISDOM OF A MAN by Randy Travis
  27. STAND BESIDE ME by Jo Dee Messina
  28. TAKE ME by Lari White
  29. THAT DON’T IMPRESS ME MUCH by Shania Twain
  30. THERE YOU HAVE IT by BlackHawk
  31. UNBELIEVABLE by Diamond Rio
  32. WE REALLY SHOULDN’T BE DOING THIS by George Strait
  33. WHERE THE GREEN GRASS GROWS by Tim McGraw
  34. WIDE OPEN SPACES by Dixie Chicks
  35. WRONG AGAIN by Martina McBride
  36. WRONG NIGHT by Reba
  37. YOU MOVE ME by Garth Brooks
  38. YOU WERE MINE by Dixie Chicks
  39. YOU’RE BEGINNING TO GET TO ME by Clay Walker
  40. YOU’RE EASY ON THE EYES by Terri Clark

1999

According to Billboard, the top 3 Songs for 1999 were: Breathe by Faith Hill, He Didn’t Have To Be by Brad Paisley When I Said I Do by Clint Black.

  1. A COUNTRY BOY CAN SURVIVE (Y2K VERSION) by Chad Brock With Hank Williams Jr. & George Jones
  2. A MAN AIN’T MADE OF STONE by Randy Travis
  3. ALL THINGS CONSIDERED by Yankee Grey
  4. AMAZED by Lonestar
  5. BACK AT ONE by Mark Wills
  6. BECAUSE YOU LOVE ME by Jo Dee Messina
  7. BEER THIRTY by Brooks & Dunn
  8. BIG DEAL by LeAnn Rimes
  9. BREATHE by Faith Hill
  10. BUY ME A ROSE by Kenny Rogers With Alison Krauss & Billy Dean
  11. CARLENE by Phil Vassar
  12. COME ON OVER by Shania Twain
  13. COWBOY TAKE ME AWAY by Dixie Chicks
  14. DADDY WON’T SELL THE FARM by Montgomery Gentry
  15. DON’T LIE by Trace Adkins
  16. DON’T MAKE ME BEG by Steve Holy
  17. HE DIDN’T HAVE TO BE by Brad Paisley
  18. HOME TO YOU by John Michael Montgomery
  19. HOW DO YOU LIKE ME NOW?! by Toby Keith
  20. I LOVE YOU by Martina McBride
  21. IT WAS by Chely Wright
  22. IT’S A BEAUTIFUL THING by Paul Brandt
  23. IT’S A LOVE THING by Keith Urban
  24. LESSONS LEARNED by Tracy Lawrence
  25. LIVE, LAUGH, LOVE by Clay Walker
  26. LOVE’S THE ONLY HOUSE by Martina McBride
  27. MY BEST FRIEND by Tim McGraw
  28. POP A TOP by Alan Jackson
  29. PUT YOUR HAND IN MINE by Tracy Byrd
  30. SHE THINKS MY TRACTOR’S SEXY by Kenny Chesney
  31. SMALL STUFF by Alabama
  32. SMILE by Lonestar
  33. SMOKE RINGS IN THE DARK by Gary Allan
  34. SOMETHING LIKE THAT by Tim McGraw
  35. STEAM by Ty Herndon
  36. THE QUITTIN’ KIND by Joe Diffie
  37. THIS WOMAN NEEDS by SHeDAISY
  38. WHAT DO YOU SAY by Reba
  39. WHAT DO YOU SAY TO THAT by George Strait
  40. WHEN I SAID I DO by Clint Black