| 1 | Livin' La Vida LocaRicky Martin | 1 | Chart history → |
| 2 | If You Had My LoveJennifer Lopez | 8 | Chart history → |
| 3 | No ScrubsTLC | 2 | Chart history → |
| 4 | FortunateMaxwell | 4 | Chart history → |
| 5 | Kiss MeSixpence None The Richer | 3 | Chart history → |
| 6 | Where My Girls At?702 | 5 | Chart history → |
| 7 | Who DatJT Money Featuring Sole | 7 | Chart history → |
| 8 | That Don't Impress Me MuchShania Twain | 13 | Chart history → |
| 9 | Every MorningSugar Ray | 6 | Chart history → |
| 10 | 808Blaque | 10 | Chart history → |
| 11 | Chante's Got A ManChante Moore | 12 | Chart history → |
| 12 | Give It To YouJordan Knight | 15 | Chart history → |
| 13 | I Want It That WayBackstreet Boys | 17 | Chart history → |
| 14 | BelieveCher | 9 | Chart history → |
| 15 | Heartbreak HotelWhitney Houston Feat. Faith Evans & Kelly Price | 11 | Chart history → |
| 16 | Wild Wild WestWill Smith Featuring Dru Hill & Kool Mo Dee | 23 | Chart history → |
| 17 | Anywhere112 Featuring Lil'z | 20 | Chart history → |
| 18 | Please Remember MeTim McGraw | 18 | Chart history → |
| 19 | What It's LikeEverlast | 16 | Chart history → |
| 20 | SlideGoo Goo Dolls | 19 | Chart history → |
| 21 | Sweet LadyTyrese | 22 | Chart history → |
| 22 | Almost Doesn't CountBrandy | 25 | Chart history → |
| 23 | The Hardest Thing98 Degrees | 21 | Chart history → |
| 24 | What's It Gonna Be?!Busta Rhymes Featuring Janet | 14 | Chart history → |
| 25 | Fly AwayLenny Kravitz | 24 | Chart history → |
| 26 | If You (Lovin' Me)Silk | 27 | Chart history → |
| 27 | All StarSmash Mouth | 48 | Chart history → |
| 28 | Angel Of MineMonica | 26 | Chart history → |
| 29 | Write This DownGeorge Strait | 30 | Chart history → |
| 30 | Two TeardropsSteve Wariner | 33 | Chart history → |
| 31 | You Won't Ever Be LonelyAndy Griggs | 28 | Chart history → |
| 32 | It's Not Right But It's OkayWhitney Houston | 50 | Chart history → |
| 33 | Back 2 Goodmatchbox 20 | 29 | Chart history → |
| 34 | Man! I Feel Like A Woman!Shania Twain | 36 | Chart history → |
| 35 | All I Have To GiveBackstreet Boys | 34 | Chart history → |
| 36 | AngelSarah McLachlan | 32 | Chart history → |
| 37 | Anyone ElseCollin Raye | 38 | Chart history → |
| 38 | ...Baby One More TimeBritney Spears | 31 | Chart history → |
| 39 | My Favorite GirlDave Hollister | 40 | Chart history → |
| 40 | Holla HollaJa Rule | 45 | Chart history → |
| 41 | YouJesse Powell | 42 | Chart history → |
| 42 | Praise YouFatboy Slim | 39 | Chart history → |
| 43 | Can I Get A...Jay-Z Featuring Amil (Of Major Coinz) & Ja | 35 | Chart history → |
| 44 | Whatever You SayMartina McBride | 52 | Chart history → |
| 45 | With YouLila McCann | 51 | Chart history → |
| 46 | Ex-FactorLauryn Hill | 37 | Chart history → |
| 47 | Save TonightEagle-Eye Cherry | 41 | Chart history → |
| 48 | SometimesBritney Spears | 57 | Chart history → |
| 49 | God Must Have Spent A Little More Time On YouAlabama Featuring 'N Sync | 70 | Chart history → |
| 50 | Wish You Were HereMark Wills | 44 | Chart history → |
| 51 | We Like To Party!Vengaboys | 43 | Chart history → |
| 52 | How Forever FeelsKenny Chesney | 46 | Chart history → |
| 53 | I Will Remember You (Live)Sarah McLachlan | 66 | Chart history → |
| 54 | Did You Ever ThinkR. Kelly | 71 | Chart history → |
| 55 | Sitting HomeTotal | 49 | Chart history → |
| 56 | Anything But DownSheryl Crow | 53 | Chart history → |
| 57 | Strong EnoughCher | 75 | Chart history → |
| 58 | Tell Me It's RealK-Ci & JoJo | 86 | Chart history → |
| 59 | Tonight The Heartache's On MeDixie Chicks | 59 | Chart history → |
| 60 | No PigeonsSporty Thievz Featuring Mr. Woods | 54 | Chart history → |
| 61 | My Own Worst EnemyLit | 64 | Chart history → |
| 62 | NannTrick Daddy Featuring Trina | 67 | Chart history → |
| 63 | I Still BelieveMariah Carey | 47 | Chart history → |
| 64 | Last KissPearl Jam | 84 | Chart history → |
| 65 | Blue MondayOrgy | 61 | Chart history → |
| 66 | A Night To RememberJoe Diffie | 77 | Chart history → |
| 67 | One Honest HeartReba | 81 | Chart history → |
| 68 | What'd You Come Here For?Trina & Tamara | 56 | Chart history → |
| 69 | Happily Ever AfterCase | — | Chart history → |
| 70 | It's Over NowDeborah Cox | 79 | Chart history → |
| 71 | Georgy PorgyEric Benet Featuring Faith Evans | 68 | Chart history → |
| 72 | Better Days (And The Bottom Drops Out)Citizen King | 78 | Chart history → |
| 73 | It Ain't My Fault 1 & 2Silkk The Shocker Featuring Mystikal | 63 | Chart history → |
| 74 | SpecialGarbage | 60 | Chart history → |
| 75 | Lesson In Leavin'Jo Dee Messina | — | Chart history → |
| 76 | My First Night With YouMya | 58 | Chart history → |
| 77 | What's So DifferentGinuwine | 62 | Chart history → |
| 78 | Little Good-ByesSHeDAISY | 87 | Chart history → |
| 79 | Hands Of A Working ManTy Herndon | 55 | Chart history → |
| 80 | MillenniumRobbie Williams | — | Chart history → |
| 81 | AmazedLonestar | — | Chart history → |
| 82 | I'll Think Of A Reason LaterLee Ann Womack | 74 | Chart history → |
| 83 | I Drive Myself Crazy'N Sync | 73 | Chart history → |
| 84 | All Night LongFaith Evans Featuring Puff Daddy | 69 | Chart history → |
| 85 | Stranger In My MirrorRandy Travis | 85 | Chart history → |
| 86 | Single White FemaleChely Wright | 93 | Chart history → |
| 87 | Hello L.O.V.E.John Michael Montgomery | — | Chart history → |
| 88 | LifeK-Ci & JoJo | 72 | Chart history → |
| 89 | Scar TissueRed Hot Chili Peppers | — | Chart history → |
| 90 | Maybe Not TonightSammy Kershaw & Lorrie Morgan | 92 | Chart history → |
| 91 | OneCreed | 80 | Chart history → |
| 92 | You Were MineDixie Chicks | 88 | Chart history → |
| 93 | Gone CrazyAlan Jackson | 76 | Chart history → |
| 94 | Why Don't You Get A Job?The Offspring | 83 | Chart history → |
| 95 | Hate Me NowNas Featuring Puff Daddy | 82 | Chart history → |
| 96 | Ordinary LifeChad Brock | 91 | Chart history → |
| 97 | Hillbilly ShoesMontgomery Gentry | 65 | Chart history → |
| 98 | HeavyCollective Soul | 96 | Chart history → |
| 99 | She's A BitchMissy "Misdemeanor" Elliott | 90 | Chart history → |
| 100 | Players HolidayT.W.D.Y. Featuring Too Short & Mac Mall | 98 | Chart history → |