| 1 | No ScrubsTLC | 1 | Chart history → |
| 2 | Kiss MeSixpence None The Richer | 5 | Chart history → |
| 3 | BelieveCher | 2 | Chart history → |
| 4 | Every MorningSugar Ray | 3 | Chart history → |
| 5 | What's It Gonna Be?!Busta Rhymes Featuring Janet | 4 | Chart history → |
| 6 | Heartbreak HotelWhitney Houston Feat. Faith Evans & Kelly Price | 6 | Chart history → |
| 7 | Angel Of MineMonica | 8 | Chart history → |
| 8 | Livin' La Vida LocaRicky Martin | 32 | Chart history → |
| 9 | SlideGoo Goo Dolls | 10 | Chart history → |
| 10 | Please Remember MeTim McGraw | 17 | Chart history → |
| 11 | I Still BelieveMariah Carey | 7 | Chart history → |
| 12 | Sweet LadyTyrese | 18 | Chart history → |
| 13 | If You (Lovin' Me)Silk | 13 | Chart history → |
| 14 | What It's LikeEverlast | 23 | Chart history → |
| 15 | Fly AwayLenny Kravitz | 21 | Chart history → |
| 16 | Give It To YouJordan Knight | 16 | Chart history → |
| 17 | Anywhere112 Featuring Lil'z | 27 | Chart history → |
| 18 | Who DatJT Money Featuring Sole | 22 | Chart history → |
| 19 | AngelSarah McLachlan | 19 | Chart history → |
| 20 | C'est La VieB*Witched | 9 | Chart history → |
| 21 | ...Baby One More TimeBritney Spears | 20 | Chart history → |
| 22 | All I Have To GiveBackstreet Boys | 12 | Chart history → |
| 23 | All Night LongFaith Evans Featuring Puff Daddy | 15 | Chart history → |
| 24 | Back 2 Goodmatchbox 20 | 30 | Chart history → |
| 25 | The Hardest Thing98 Degrees | 36 | Chart history → |
| 26 | Stay The SameJoey McIntyre | 11 | Chart history → |
| 27 | YouJesse Powell | 34 | Chart history → |
| 28 | We Like To Party!Vengaboys | 26 | Chart history → |
| 29 | When I Close My EyesShanice | 14 | Chart history → |
| 30 | Ex-FactorLauryn Hill | 31 | Chart history → |
| 31 | Save TonightEagle-Eye Cherry | 38 | Chart history → |
| 32 | How Forever FeelsKenny Chesney | 37 | Chart history → |
| 33 | These Are The TimesDru Hill | 24 | Chart history → |
| 34 | I Want It That WayBackstreet Boys | 72 | Chart history → |
| 35 | That Don't Impress Me MuchShania Twain | 47 | Chart history → |
| 36 | Wish You Were HereMark Wills | 45 | Chart history → |
| 37 | Can I Get A...Jay-Z Featuring Amil (Of Major Coinz) & Ja | 44 | Chart history → |
| 38 | I'll Think Of A Reason LaterLee Ann Womack | 40 | Chart history → |
| 39 | Ordinary LifeChad Brock | 41 | Chart history → |
| 40 | Have You Ever?Brandy | 39 | Chart history → |
| 41 | It Ain't My Fault 1 & 2Silkk The Shocker Featuring Mystikal | 25 | Chart history → |
| 42 | My First Night With YouMya | 28 | Chart history → |
| 43 | One More TryDivine | 29 | Chart history → |
| 44 | (God Must Have Spent) A Little More Time On You'N Sync | 42 | Chart history → |
| 45 | Drive Me WildSawyer Brown | 48 | Chart history → |
| 46 | You Won't Ever Be LonelyAndy Griggs | 55 | Chart history → |
| 47 | Gone CrazyAlan Jackson | 49 | Chart history → |
| 48 | Praise YouFatboy Slim | 50 | Chart history → |
| 49 | Everybody's Free (To Wear Sunscreen)Baz Luhrmann | 46 | Chart history → |
| 50 | What's So DifferentGinuwine | 54 | Chart history → |
| 51 | Sitting HomeTotal | 82 | Chart history → |
| 52 | Hands Of A Working ManTy Herndon | 59 | Chart history → |
| 53 | FortunateMaxwell | 61 | Chart history → |
| 54 | Almost Doesn't CountBrandy | 90 | Chart history → |
| 55 | Girlfriend/BoyfriendBLACKstreet With Janet | 52 | Chart history → |
| 56 | Anyone ElseCollin Raye | 64 | Chart history → |
| 57 | 808Blaque | 57 | Chart history → |
| 58 | Two TeardropsSteve Wariner | 67 | Chart history → |
| 59 | The Animal SongSavage Garden | 35 | Chart history → |
| 60 | Georgy PorgyEric Benet Featuring Faith Evans | 62 | Chart history → |
| 61 | Man! I Feel Like A Woman!Shania Twain | 80 | Chart history → |
| 62 | SpecialGarbage | 75 | Chart history → |
| 63 | LifeK-Ci & JoJo | 74 | Chart history → |
| 64 | Down So LongJewel | 71 | Chart history → |
| 65 | What'd You Come Here For?Trina & Tamara | 65 | Chart history → |
| 66 | Hillbilly ShoesMontgomery Gentry | 66 | Chart history → |
| 67 | Get InvolvedRaphael Saadiq & Q-Tip | 68 | Chart history → |
| 68 | When A Woman's Fed UpR. Kelly | 51 | Chart history → |
| 69 | Hate Me NowNas Featuring Puff Daddy | 81 | Chart history → |
| 70 | Anything But DownSheryl Crow | 73 | Chart history → |
| 71 | Blue MondayOrgy | 56 | Chart history → |
| 72 | You Were MineDixie Chicks | 63 | Chart history → |
| 73 | Write This DownGeorge Strait | 97 | Chart history → |
| 74 | Everytime I CryTerri Clark | 79 | Chart history → |
| 75 | You Got MeThe Roots Featuring Erykah Badu | 60 | Chart history → |
| 76 | With YouLila McCann | 78 | Chart history → |
| 77 | My Favorite GirlDave Hollister | 77 | Chart history → |
| 78 | I Drive Myself Crazy'N Sync | 92 | Chart history → |
| 79 | OneCreed | 70 | Chart history → |
| 80 | Faded PicturesCase & Joe | 58 | Chart history → |
| 81 | Why Don't You Get A Job?The Offspring | 88 | Chart history → |
| 82 | NannTrick Daddy Featuring Trina | 83 | Chart history → |
| 83 | I Don't Want To Miss A ThingMark Chesnutt | 69 | Chart history → |
| 84 | HeavyCollective Soul | 84 | Chart history → |
| 85 | Holla HollaJa Rule | 85 | Chart history → |
| 86 | I'm Not ReadyKeith Sweat | 53 | Chart history → |
| 87 | UnbelievableDiamond Rio | 91 | Chart history → |
| 88 | Written In The StarsElton John & LeAnn Rimes | 89 | Chart history → |
| 89 | My Own Worst EnemyLit | 98 | Chart history → |
| 90 | Where My Girls At?702 | — | Chart history → |
| 91 | Luv Me, Luv MeShaggy Featuring Janet | — | Chart history → |
| 92 | I'm LeavingAaron Tippin | — | Chart history → |
| 93 | Whatever You SayMartina McBride | — | Chart history → |
| 94 | Busy ManBilly Ray Cyrus | 95 | Chart history → |
| 95 | CrushDave Matthews Band | 100 | Chart history → |
| 96 | Can't Get EnoughPatty Loveless | 99 | Chart history → |
| 97 | You Get What You GiveNew Radicals | — | Chart history → |
| 98 | MariaBlondie | 96 | Chart history → |
| 99 | Nothing Really MattersMadonna | — | Chart history → |
| 100 | My Name IsEminem | 93 | Chart history → |