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