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