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