| 1 | UnprettyTLC | 2 | Chart history → |
| 2 | BailamosEnrique Iglesias | 1 | Chart history → |
| 3 | Summer GirlsLFO | 3 | Chart history → |
| 4 | She's All I Ever HadRicky Martin | 18 | Chart history → |
| 5 | Genie In A BottleChristina Aguilera | 4 | Chart history → |
| 6 | Lost In YouGarth Brooks as Chris Gaines | 5 | Chart history → |
| 7 | SmoothSantana Featuring Rob Thomas | 6 | Chart history → |
| 8 | All StarSmash Mouth | 7 | Chart history → |
| 9 | Where My Girls At?702 | 8 | Chart history → |
| 10 | SomedaySugar Ray | 10 | Chart history → |
| 11 | Mambo No. 5 (A Little Bit Of...)Lou Bega | 16 | Chart history → |
| 12 | Bills, Bills, BillsDestiny's Child | 9 | Chart history → |
| 13 | I Want It That WayBackstreet Boys | 12 | Chart history → |
| 14 | Last KissPearl Jam | 11 | Chart history → |
| 15 | Scar TissueRed Hot Chili Peppers | 15 | Chart history → |
| 16 | If You Had My LoveJennifer Lopez | 13 | Chart history → |
| 17 | She's So HighTal Bachman | 14 | Chart history → |
| 18 | I Do (Cherish You)98 Degrees | 19 | Chart history → |
| 19 | Never Gonna Let You GoFaith Evans | 17 | Chart history → |
| 20 | So AnxiousGinuwine | 22 | Chart history → |
| 21 | Black BalloonGoo Goo Dolls | 27 | Chart history → |
| 22 | Spend My Life With YouEric Benet Featuring Tamia | 26 | Chart history → |
| 23 | HeartbreakerMariah Carey Featuring Jay-Z | 30 | Chart history → |
| 24 | Out Of My HeadFastball | 24 | Chart history → |
| 25 | Back That Thang UpJuvenile Featuring Mannie Fresh & Lil' Wayne | 34 | Chart history → |
| 26 | It's All About You (Not About Me)Tracie Spencer | 20 | Chart history → |
| 27 | Tell Me It's RealK-Ci & JoJo | 21 | Chart history → |
| 28 | Steal My SunshineLen | 31 | Chart history → |
| 29 | JamboreeNaughty By Nature Featuring Zhane | 23 | Chart history → |
| 30 | Jigga My N****JAY-Z | 28 | Chart history → |
| 31 | Something Like ThatTim McGraw | 43 | Chart history → |
| 32 | What Ya WantEVE & Nokio | 29 | Chart history → |
| 33 | Vivrant ThingQ-Tip | 41 | Chart history → |
| 34 | You Had Me From HelloKenny Chesney | 39 | Chart history → |
| 35 | AmazedLonestar | 33 | Chart history → |
| 36 | I Will Remember You (Live)Sarah McLachlan | 32 | Chart history → |
| 37 | SmileVitamin C Featuring Lady Saw | 25 | Chart history → |
| 38 | Better Days (And The Bottom Drops Out)Citizen King | 36 | Chart history → |
| 39 | Back At OneBrian McKnight | 45 | Chart history → |
| 40 | FortunateMaxwell | 35 | Chart history → |
| 41 | It's Not Right But It's OkayWhitney Houston | 40 | Chart history → |
| 42 | Lesson In Leavin'Jo Dee Messina | 38 | Chart history → |
| 43 | Little ManAlan Jackson | 49 | Chart history → |
| 44 | My Love Is Your LoveWhitney Houston | 68 | Chart history → |
| 45 | Single White FemaleChely Wright | 37 | Chart history → |
| 46 | Hey Leonardo (She Likes Me For Me)Blessid Union Of Souls | 44 | Chart history → |
| 47 | The Secret Of LifeFaith Hill | 50 | Chart history → |
| 48 | Kiss MeSixpence None The Richer | 46 | Chart history → |
| 49 | Ready To RunDixie Chicks | 51 | Chart history → |
| 50 | I Love YouMartina McBride | 55 | Chart history → |
| 51 | All That I Can SayMary J. Blige | 48 | Chart history → |
| 52 | Music Of My Heart'N Sync & Gloria Estefan | 56 | Chart history → |
| 53 | I Could Not Ask For MoreEdwin McCain | 47 | Chart history → |
| 54 | Happily Ever AfterCase | 42 | Chart history → |
| 55 | You'll Be In My HeartPhil Collins | 52 | Chart history → |
| 56 | Get GoneIdeal | 60 | Chart history → |
| 57 | Girls' Best FriendJAY-Z | 57 | Chart history → |
| 58 | If I Could Turn Back The Hands Of TimeR. Kelly | 58 | Chart history → |
| 59 | There She GoesSixpence None The Richer | 63 | Chart history → |
| 60 | What's My Age Again?Blink-182 | 59 | Chart history → |
| 61 | God Must Have Spent A Little More Time On YouAlabama Featuring 'N Sync | 53 | Chart history → |
| 62 | (You Drive Me) CrazyBritney Spears | — | Chart history → |
| 63 | I Love You Came Too LateJoey McIntyre | 54 | Chart history → |
| 64 | What Do You Say To ThatGeorge Strait | 72 | Chart history → |
| 65 | I'll Still Love You MoreTrisha Yearwood | 67 | Chart history → |
| 66 | I Need To KnowMarc Anthony | 77 | Chart history → |
| 67 | Man! I Feel Like A Woman!Shania Twain | 84 | Chart history → |
| 68 | Meeting In My BedroomSilk | 62 | Chart history → |
| 69 | SometimesBritney Spears | 61 | Chart history → |
| 70 | Larger Than LifeBackstreet Boys | — | Chart history → |
| 71 | We Can't Be FriendsDeborah Cox With R.L. | 75 | Chart history → |
| 72 | (Now You See Me) Now You Don'tLee Ann Womack | 78 | Chart history → |
| 73 | Bling BlingB.G. Featuring Baby, Turk, Mannie Fresh, Juvenile & Lil' Wayne | — | Chart history → |
| 74 | CandyMandy Moore | 88 | Chart history → |
| 75 | Wanna Be A BallerLil' Troy Featuring Yungsta, Fat Pat, Lil' Will, Hawk, Big T | 71 | Chart history → |
| 76 | I Want It AllWarren G Featuring Mack 10 | — | Chart history → |
| 77 | HigherCreed | 81 | Chart history → |
| 78 | Beautiful StrangerMadonna | 66 | Chart history → |
| 79 | She's In LoveMark Wills | 79 | Chart history → |
| 80 | I'm Already TakenSteve Wariner | 82 | Chart history → |
| 81 | A Night To RememberJoe Diffie | 74 | Chart history → |
| 82 | You've Got A WayShania Twain | 65 | Chart history → |
| 83 | Lonely And GoneMontgomery Gentry | 86 | Chart history → |
| 84 | Little Good-ByesSHeDAISY | 73 | Chart history → |
| 85 | All N My GrillMissy "Misdemeanor" Elliott Featuring Big Boi & Nicole | 64 | Chart history → |
| 86 | Gotta ManEve | — | Chart history → |
| 87 | Angels Would FallMelissa Etheridge | — | Chart history → |
| 88 | American WomanLenny Kravitz | 69 | Chart history → |
| 89 | The Cup Of Life (The Official Song Of The World Cup, France '98)Ricky Martin | 80 | Chart history → |
| 90 | SunshineCoko | 70 | Chart history → |
| 91 | Southern GulErykah Badu Featuring Rahzel | 83 | Chart history → |
| 92 | Everything Is EverythingLauryn Hill | 76 | Chart history → |
| 93 | I'll Be Your EverythingYoungstown | 85 | Chart history → |
| 94 | NookieLimp Bizkit | 89 | Chart history → |
| 95 | Lightning Does The WorkChad Brock | — | Chart history → |
| 96 | Everyone Falls In LoveTanto Metro & Devonte | 99 | Chart history → |
| 97 | Never Been KissedSherrie Austin | 95 | Chart history → |
| 98 | All Things ConsideredYankee Grey | — | Chart history → |
| 99 | I Will Go With You (Con Te Partiro)Donna Summer | 87 | Chart history → |
| 100 | BlissTori Amos | 91 | Chart history → |