| 1 | No ScrubsTLC | 1 | Chart history → |
| 2 | BelieveCher | 2 | Chart history → |
| 3 | Every MorningSugar Ray | 4 | Chart history → |
| 4 | What's It Gonna Be?!Busta Rhymes Featuring Janet | 3 | Chart history → |
| 5 | Kiss MeSixpence None The Richer | 6 | Chart history → |
| 6 | Heartbreak HotelWhitney Houston Feat. Faith Evans & Kelly Price | 5 | Chart history → |
| 7 | I Still BelieveMariah Carey | 7 | Chart history → |
| 8 | Angel Of MineMonica | 8 | Chart history → |
| 9 | C'est La VieB*Witched | 9 | Chart history → |
| 10 | SlideGoo Goo Dolls | 15 | Chart history → |
| 11 | Stay The SameJoey McIntyre | 10 | Chart history → |
| 12 | All I Have To GiveBackstreet Boys | 11 | Chart history → |
| 13 | If You (Lovin' Me)Silk | 13 | Chart history → |
| 14 | When I Close My EyesShanice | 14 | Chart history → |
| 15 | All Night LongFaith Evans Featuring Puff Daddy | 12 | Chart history → |
| 16 | Give It To YouJordan Knight | 25 | Chart history → |
| 17 | Please Remember MeTim McGraw | 17 | Chart history → |
| 18 | Sweet LadyTyrese | 21 | Chart history → |
| 19 | AngelSarah McLachlan | 16 | Chart history → |
| 20 | ...Baby One More TimeBritney Spears | 19 | Chart history → |
| 21 | Fly AwayLenny Kravitz | 22 | Chart history → |
| 22 | Who DatJT Money Featuring Sole | — | Chart history → |
| 23 | What It's LikeEverlast | 23 | Chart history → |
| 24 | These Are The TimesDru Hill | 31 | Chart history → |
| 25 | It Ain't My Fault 1 & 2Silkk The Shocker Featuring Mystikal | 18 | Chart history → |
| 26 | We Like To Party!Vengaboys | 26 | Chart history → |
| 27 | Anywhere112 Featuring Lil'z | 38 | Chart history → |
| 28 | My First Night With YouMya | 28 | Chart history → |
| 29 | One More TryDivine | 30 | Chart history → |
| 30 | Back 2 Goodmatchbox 20 | 32 | Chart history → |
| 31 | Ex-FactorLauryn Hill | 29 | Chart history → |
| 32 | Livin' La Vida LocaRicky Martin | 54 | Chart history → |
| 33 | Hard Knock Life (Ghetto Anthem)JAY-Z | 24 | Chart history → |
| 34 | YouJesse Powell | 33 | Chart history → |
| 35 | The Animal SongSavage Garden | 20 | Chart history → |
| 36 | The Hardest Thing98 Degrees | 42 | Chart history → |
| 37 | How Forever FeelsKenny Chesney | 34 | Chart history → |
| 38 | Save TonightEagle-Eye Cherry | 35 | Chart history → |
| 39 | Have You Ever?Brandy | 36 | Chart history → |
| 40 | I'll Think Of A Reason LaterLee Ann Womack | 41 | Chart history → |
| 41 | Ordinary LifeChad Brock | 40 | Chart history → |
| 42 | (God Must Have Spent) A Little More Time On You'N Sync | 27 | Chart history → |
| 43 | MiamiWill Smith | 44 | Chart history → |
| 44 | Can I Get A...Jay-Z Featuring Amil (Of Major Coinz) & Ja | 50 | Chart history → |
| 45 | Wish You Were HereMark Wills | 51 | Chart history → |
| 46 | Everybody's Free (To Wear Sunscreen)Baz Luhrmann | 45 | Chart history → |
| 47 | That Don't Impress Me MuchShania Twain | 56 | Chart history → |
| 48 | Drive Me WildSawyer Brown | 49 | Chart history → |
| 49 | Gone CrazyAlan Jackson | 60 | Chart history → |
| 50 | Praise YouFatboy Slim | 53 | Chart history → |
| 51 | When A Woman's Fed UpR. Kelly | 39 | Chart history → |
| 52 | Girlfriend/BoyfriendBLACKstreet With Janet | 47 | Chart history → |
| 53 | I'm Not ReadyKeith Sweat | 37 | Chart history → |
| 54 | What's So DifferentGinuwine | 59 | Chart history → |
| 55 | You Won't Ever Be LonelyAndy Griggs | 63 | Chart history → |
| 56 | Blue MondayOrgy | 57 | Chart history → |
| 57 | 808Blaque | 77 | Chart history → |
| 58 | Faded PicturesCase & Joe | 48 | Chart history → |
| 59 | Hands Of A Working ManTy Herndon | 66 | Chart history → |
| 60 | You Got MeThe Roots Featuring Erykah Badu | 52 | Chart history → |
| 61 | FortunateMaxwell | 71 | Chart history → |
| 62 | Georgy PorgyEric Benet Featuring Faith Evans | 55 | Chart history → |
| 63 | You Were MineDixie Chicks | 58 | Chart history → |
| 64 | Anyone ElseCollin Raye | 69 | Chart history → |
| 65 | What'd You Come Here For?Trina & Tamara | 76 | Chart history → |
| 66 | Hillbilly ShoesMontgomery Gentry | 67 | Chart history → |
| 67 | Two TeardropsSteve Wariner | 73 | Chart history → |
| 68 | Get InvolvedRaphael Saadiq & Q-Tip | 81 | Chart history → |
| 69 | I Don't Want To Miss A ThingMark Chesnutt | 65 | Chart history → |
| 70 | OneCreed | 70 | Chart history → |
| 71 | Down So LongJewel | 82 | Chart history → |
| 72 | I Want It That WayBackstreet Boys | — | Chart history → |
| 73 | Anything But DownSheryl Crow | 80 | Chart history → |
| 74 | LifeK-Ci & JoJo | 85 | Chart history → |
| 75 | SpecialGarbage | 75 | Chart history → |
| 76 | Stand Beside MeJo Dee Messina | 72 | Chart history → |
| 77 | My Favorite GirlDave Hollister | 94 | Chart history → |
| 78 | With YouLila McCann | 78 | Chart history → |
| 79 | Everytime I CryTerri Clark | 79 | Chart history → |
| 80 | Man! I Feel Like A Woman!Shania Twain | 93 | Chart history → |
| 81 | Hate Me NowNas Featuring Puff Daddy | — | Chart history → |
| 82 | Sitting HomeTotal | 87 | Chart history → |
| 83 | NannTrick Daddy Featuring Trina | 68 | Chart history → |
| 84 | HeavyCollective Soul | 84 | Chart history → |
| 85 | Holla HollaJa Rule | 91 | Chart history → |
| 86 | Slam DunkFive | 86 | Chart history → |
| 87 | Love Ain't Like ThatFaith Hill | 74 | Chart history → |
| 88 | Why Don't You Get A Job?The Offspring | 88 | Chart history → |
| 89 | Written In The StarsElton John & LeAnn Rimes | 61 | Chart history → |
| 90 | Almost Doesn't CountBrandy | — | Chart history → |
| 91 | UnbelievableDiamond Rio | 90 | Chart history → |
| 92 | I Drive Myself Crazy'N Sync | — | Chart history → |
| 93 | My Name IsEminem | 62 | Chart history → |
| 94 | I Can't Get Over YouBrooks & Dunn | 64 | Chart history → |
| 95 | Busy ManBilly Ray Cyrus | 83 | Chart history → |
| 96 | MariaBlondie | 92 | Chart history → |
| 97 | Write This DownGeorge Strait | — | Chart history → |
| 98 | My Own Worst EnemyLit | — | Chart history → |
| 99 | Can't Get EnoughPatty Loveless | 99 | Chart history → |
| 100 | CrushDave Matthews Band | 95 | Chart history → |