| 1 | If You Had My LoveJennifer Lopez | 1 | Chart history → |
| 2 | Bills, Bills, BillsDestiny's Child | 11 | Chart history → |
| 3 | Last KissPearl Jam | 3 | Chart history → |
| 4 | Livin' La Vida LocaRicky Martin | 2 | Chart history → |
| 5 | It's Not Right But It's OkayWhitney Houston | 4 | Chart history → |
| 6 | I Want It That WayBackstreet Boys | 6 | Chart history → |
| 7 | Where My Girls At?702 | 9 | Chart history → |
| 8 | Wild Wild WestWill Smith Featuring Dru Hill & Kool Mo Dee | 13 | Chart history → |
| 9 | FortunateMaxwell | 7 | Chart history → |
| 10 | The Hardest Thing98 Degrees | 5 | Chart history → |
| 11 | No ScrubsTLC | 8 | Chart history → |
| 12 | Genie In A BottleChristina Aguilera | 61 | Chart history → |
| 13 | All StarSmash Mouth | 19 | Chart history → |
| 14 | No PigeonsSporty Thievz Featuring Mr. Woods | 12 | Chart history → |
| 15 | Kiss MeSixpence None The Richer | 10 | Chart history → |
| 16 | That Don't Impress Me MuchShania Twain | 14 | Chart history → |
| 17 | 808Blaque | 16 | Chart history → |
| 18 | Happily Ever AfterCase | 15 | Chart history → |
| 19 | Chante's Got A ManChante Moore | 18 | Chart history → |
| 20 | Almost Doesn't CountBrandy | 17 | Chart history → |
| 21 | I Will Remember You (Live)Sarah McLachlan | 24 | Chart history → |
| 22 | Anywhere112 Featuring Lil'z | 23 | Chart history → |
| 23 | Beautiful StrangerMadonna | 29 | Chart history → |
| 24 | You'll Be In My HeartPhil Collins | 34 | Chart history → |
| 25 | Every MorningSugar Ray | 20 | Chart history → |
| 26 | SometimesBritney Spears | 27 | Chart history → |
| 27 | Tell Me It's RealK-Ci & JoJo | 31 | Chart history → |
| 28 | Please Remember MeTim McGraw | 25 | Chart history → |
| 29 | SlideGoo Goo Dolls | 26 | Chart history → |
| 30 | Write This DownGeorge Strait | 30 | Chart history → |
| 31 | Give It To YouJordan Knight | 22 | Chart history → |
| 32 | Who DatJT Money Featuring Sole | 21 | Chart history → |
| 33 | AmazedLonestar | 38 | Chart history → |
| 34 | What It's LikeEverlast | 28 | Chart history → |
| 35 | Lesson In Leavin'Jo Dee Messina | 39 | Chart history → |
| 36 | Did You Ever ThinkR. Kelly | 36 | Chart history → |
| 37 | Whatever You SayMartina McBride | 37 | Chart history → |
| 38 | BelieveCher | 32 | Chart history → |
| 39 | Holla HollaJa Rule | 35 | Chart history → |
| 40 | Better Days (And The Bottom Drops Out)Citizen King | 40 | Chart history → |
| 41 | God Must Have Spent A Little More Time On YouAlabama Featuring 'N Sync | 33 | Chart history → |
| 42 | Hey Leonardo (She Likes Me For Me)Blessid Union Of Souls | 48 | Chart history → |
| 43 | A Night To RememberJoe Diffie | 47 | Chart history → |
| 44 | Sweet LadyTyrese | 42 | Chart history → |
| 45 | Scar TissueRed Hot Chili Peppers | 50 | Chart history → |
| 46 | I Could Not Ask For MoreEdwin McCain | 52 | Chart history → |
| 47 | The Cup Of Life (The Official Song Of The World Cup, France '98)Ricky Martin | 55 | Chart history → |
| 48 | With YouLila McCann | 41 | Chart history → |
| 49 | She's So HighTal Bachman | 58 | Chart history → |
| 50 | Fly AwayLenny Kravitz | 43 | Chart history → |
| 51 | My Own Worst EnemyLit | 51 | Chart history → |
| 52 | SomedaySugar Ray | 66 | Chart history → |
| 53 | Single White FemaleChely Wright | 53 | Chart history → |
| 54 | One Honest HeartReba | 54 | Chart history → |
| 55 | Tonight The Heartache's On MeDixie Chicks | 46 | Chart history → |
| 56 | LatelyTyrese | 56 | Chart history → |
| 57 | Little Good-ByesSHeDAISY | 57 | Chart history → |
| 58 | If You (Lovin' Me)Silk | 49 | Chart history → |
| 59 | Out Of My HeadFastball | 64 | Chart history → |
| 60 | Everything Is EverythingLauryn Hill | 63 | Chart history → |
| 61 | What Ya WantEVE & Nokio | 74 | Chart history → |
| 62 | Spend My Life With YouEric Benet Featuring Tamia | 82 | Chart history → |
| 63 | BailamosEnrique Iglesias | — | Chart history → |
| 64 | Crazy Little Thing Called LoveDwight Yoakam | 69 | Chart history → |
| 65 | UnprettyTLC | 65 | Chart history → |
| 66 | Black BalloonGoo Goo Dolls | — | Chart history → |
| 67 | The Secret Of LifeFaith Hill | 73 | Chart history → |
| 68 | Who Needs PicturesBrad Paisley | 75 | Chart history → |
| 69 | Two TeardropsSteve Wariner | 59 | Chart history → |
| 70 | Strong EnoughCher | 62 | Chart history → |
| 71 | You Had Me From HelloKenny Chesney | — | Chart history → |
| 72 | You Won't Ever Be LonelyAndy Griggs | 68 | Chart history → |
| 73 | JamboreeNaughty By Nature Featuring Zhane | 79 | Chart history → |
| 74 | Jigga My N****JAY-Z | 76 | Chart history → |
| 75 | Blue MondayOrgy | 70 | Chart history → |
| 76 | Praise YouFatboy Slim | 60 | Chart history → |
| 77 | Little ManAlan Jackson | — | Chart history → |
| 78 | Back That Thang UpJuvenile Featuring Mannie Fresh & Lil' Wayne | — | Chart history → |
| 79 | Never Gonna Let You GoFaith Evans | — | Chart history → |
| 80 | Man! I Feel Like A Woman!Shania Twain | 72 | Chart history → |
| 81 | She's Always RightClay Walker | 78 | Chart history → |
| 82 | Wish You Were HereMark Wills | 81 | Chart history → |
| 83 | Slave To The HabitShane Minor | 85 | Chart history → |
| 84 | You Are EverythingDru Hill | 84 | Chart history → |
| 85 | RollercoasterB*Witched | 67 | Chart history → |
| 86 | What's It Gonna Be?!Busta Rhymes Featuring Janet | 71 | Chart history → |
| 87 | NannTrick Daddy Featuring Trina | 87 | Chart history → |
| 88 | Anyone ElseCollin Raye | 83 | Chart history → |
| 89 | Watch Out NowThe Beatnuts Featuring Yellaklaw | 89 | Chart history → |
| 90 | My Favorite GirlDave Hollister | 86 | Chart history → |
| 91 | Players HolidayT.W.D.Y. Featuring Too Short & Mac Mall | 94 | Chart history → |
| 92 | HeavyCollective Soul | 92 | Chart history → |
| 93 | OneCreed | 91 | Chart history → |
| 94 | Everyone Falls In LoveTanto Metro & Devonte | 97 | Chart history → |
| 95 | LifeK-Ci & JoJo | 95 | Chart history → |
| 96 | I'll Think Of A Reason LaterLee Ann Womack | 90 | Chart history → |
| 97 | Sitting HomeTotal | 88 | Chart history → |
| 98 | Why Don't You Get A Job?The Offspring | 96 | Chart history → |
| 99 | Hello L.O.V.E.John Michael Montgomery | 80 | Chart history → |
| 100 | I Drive Myself Crazy'N Sync | 100 | Chart history → |