| 1 | No ScrubsTLC | 1 | Chart history → |
| 2 | BelieveCher | 2 | Chart history → |
| 3 | What's It Gonna Be?!Busta Rhymes Featuring Janet | 4 | Chart history → |
| 4 | Every MorningSugar Ray | 3 | Chart history → |
| 5 | Heartbreak HotelWhitney Houston Feat. Faith Evans & Kelly Price | 5 | Chart history → |
| 6 | Kiss MeSixpence None The Richer | 6 | Chart history → |
| 7 | I Still BelieveMariah Carey | 7 | Chart history → |
| 8 | Angel Of MineMonica | 8 | Chart history → |
| 9 | C'est La VieB*Witched | 16 | Chart history → |
| 10 | Stay The SameJoey McIntyre | 10 | Chart history → |
| 11 | All I Have To GiveBackstreet Boys | 11 | Chart history → |
| 12 | All Night LongFaith Evans Featuring Puff Daddy | 9 | Chart history → |
| 13 | If You (Lovin' Me)Silk | 15 | Chart history → |
| 14 | When I Close My EyesShanice | 12 | Chart history → |
| 15 | SlideGoo Goo Dolls | 14 | Chart history → |
| 16 | AngelSarah McLachlan | 13 | Chart history → |
| 17 | Please Remember MeTim McGraw | 25 | Chart history → |
| 18 | It Ain't My Fault 1 & 2Silkk The Shocker Featuring Mystikal | 24 | Chart history → |
| 19 | ...Baby One More TimeBritney Spears | 17 | Chart history → |
| 20 | The Animal SongSavage Garden | 19 | Chart history → |
| 21 | Sweet LadyTyrese | 18 | Chart history → |
| 22 | Fly AwayLenny Kravitz | 22 | Chart history → |
| 23 | What It's LikeEverlast | 23 | Chart history → |
| 24 | Hard Knock Life (Ghetto Anthem)JAY-Z | 20 | Chart history → |
| 25 | Give It To YouJordan Knight | 54 | Chart history → |
| 26 | We Like To Party!Vengaboys | 33 | Chart history → |
| 27 | (God Must Have Spent) A Little More Time On You'N Sync | 29 | Chart history → |
| 28 | My First Night With YouMya | 45 | Chart history → |
| 29 | Ex-FactorLauryn Hill | 21 | Chart history → |
| 30 | One More TryDivine | 35 | Chart history → |
| 31 | These Are The TimesDru Hill | — | Chart history → |
| 32 | Back 2 Goodmatchbox 20 | 28 | Chart history → |
| 33 | YouJesse Powell | 27 | Chart history → |
| 34 | How Forever FeelsKenny Chesney | 31 | Chart history → |
| 35 | Save TonightEagle-Eye Cherry | 30 | Chart history → |
| 36 | Have You Ever?Brandy | 26 | Chart history → |
| 37 | I'm Not ReadyKeith Sweat | 32 | Chart history → |
| 38 | Anywhere112 Featuring Lil'z | 44 | Chart history → |
| 39 | When A Woman's Fed UpR. Kelly | 40 | Chart history → |
| 40 | Ordinary LifeChad Brock | 42 | Chart history → |
| 41 | I'll Think Of A Reason LaterLee Ann Womack | 41 | Chart history → |
| 42 | The Hardest Thing98 Degrees | 49 | Chart history → |
| 43 | Nobody's Supposed To Be HereDeborah Cox | 34 | Chart history → |
| 44 | MiamiWill Smith | 38 | Chart history → |
| 45 | Everybody's Free (To Wear Sunscreen)Baz Luhrmann | 46 | Chart history → |
| 46 | JumperThird Eye Blind | 36 | Chart history → |
| 47 | Girlfriend/BoyfriendBLACKstreet With Janet | 47 | Chart history → |
| 48 | Faded PicturesCase & Joe | 37 | Chart history → |
| 49 | Drive Me WildSawyer Brown | 58 | Chart history → |
| 50 | Can I Get A...Jay-Z Featuring Amil (Of Major Coinz) & Ja | 50 | Chart history → |
| 51 | Wish You Were HereMark Wills | 53 | Chart history → |
| 52 | You Got MeThe Roots Featuring Erykah Badu | 39 | Chart history → |
| 53 | Praise YouFatboy Slim | 59 | Chart history → |
| 54 | Livin' La Vida LocaRicky Martin | — | Chart history → |
| 55 | Georgy PorgyEric Benet Featuring Faith Evans | 56 | Chart history → |
| 56 | That Don't Impress Me MuchShania Twain | 66 | Chart history → |
| 57 | Blue MondayOrgy | 61 | Chart history → |
| 58 | You Were MineDixie Chicks | 48 | Chart history → |
| 59 | What's So DifferentGinuwine | 52 | Chart history → |
| 60 | Gone CrazyAlan Jackson | 60 | Chart history → |
| 61 | Written In The StarsElton John & LeAnn Rimes | 51 | Chart history → |
| 62 | My Name IsEminem | 43 | Chart history → |
| 63 | You Won't Ever Be LonelyAndy Griggs | 67 | Chart history → |
| 64 | I Can't Get Over YouBrooks & Dunn | 55 | Chart history → |
| 65 | I Don't Want To Miss A ThingMark Chesnutt | 57 | Chart history → |
| 66 | Hands Of A Working ManTy Herndon | 68 | Chart history → |
| 67 | Hillbilly ShoesMontgomery Gentry | 71 | Chart history → |
| 68 | NannTrick Daddy Featuring Trina | 62 | Chart history → |
| 69 | Anyone ElseCollin Raye | 72 | Chart history → |
| 70 | OneCreed | 70 | Chart history → |
| 71 | FortunateMaxwell | 78 | Chart history → |
| 72 | Stand Beside MeJo Dee Messina | 64 | Chart history → |
| 73 | Two TeardropsSteve Wariner | 77 | Chart history → |
| 74 | Love Ain't Like ThatFaith Hill | 74 | Chart history → |
| 75 | SpecialGarbage | 75 | Chart history → |
| 76 | What'd You Come Here For?Trina & Tamara | 86 | Chart history → |
| 77 | 808Blaque | — | Chart history → |
| 78 | With YouLila McCann | 93 | Chart history → |
| 79 | Everytime I CryTerri Clark | 81 | Chart history → |
| 80 | Anything But DownSheryl Crow | 83 | Chart history → |
| 81 | Get InvolvedRaphael Saadiq & Q-Tip | 69 | Chart history → |
| 82 | Down So LongJewel | — | Chart history → |
| 83 | Busy ManBilly Ray Cyrus | 65 | Chart history → |
| 84 | HeavyCollective Soul | 73 | Chart history → |
| 85 | LifeK-Ci & JoJo | 79 | Chart history → |
| 86 | Slam DunkFive | — | Chart history → |
| 87 | Sitting HomeTotal | 91 | Chart history → |
| 88 | Why Don't You Get A Job?The Offspring | 88 | Chart history → |
| 89 | WoofSnoop Dogg Featuring Mystikal And Fiend | 92 | Chart history → |
| 90 | UnbelievableDiamond Rio | 76 | Chart history → |
| 91 | Holla HollaJa Rule | 99 | Chart history → |
| 92 | MariaBlondie | 82 | Chart history → |
| 93 | Man! I Feel Like A Woman!Shania Twain | — | Chart history → |
| 94 | My Favorite GirlDave Hollister | 95 | Chart history → |
| 95 | CrushDave Matthews Band | 87 | Chart history → |
| 96 | Taking EverythingGerald Levert | 84 | Chart history → |
| 97 | RunCollective Soul | 85 | Chart history → |
| 98 | No Place That FarSara Evans | 89 | Chart history → |
| 99 | Can't Get EnoughPatty Loveless | — | Chart history → |
| 100 | Ruff Ryders' AnthemDMX | 97 | Chart history → |