| 1 | Angel Of MineMonica | 1 | Chart history → |
| 2 | ...Baby One More TimeBritney Spears | 2 | Chart history → |
| 3 | BelieveCher | 4 | Chart history → |
| 4 | Heartbreak HotelWhitney Houston Feat. Faith Evans & Kelly Price | 7 | Chart history → |
| 5 | Nobody's Supposed To Be HereDeborah Cox | 3 | Chart history → |
| 6 | All I Have To GiveBackstreet Boys | 6 | Chart history → |
| 7 | Have You Ever?Brandy | 5 | Chart history → |
| 8 | SlideGoo Goo Dolls | 8 | Chart history → |
| 9 | AngelSarah McLachlan | 9 | Chart history → |
| 10 | Faded PicturesCase & Joe | 15 | Chart history → |
| 11 | Taking EverythingGerald Levert | 16 | Chart history → |
| 12 | Save TonightEagle-Eye Cherry | 12 | Chart history → |
| 13 | JumperThird Eye Blind | 10 | Chart history → |
| 14 | YouJesse Powell | — | Chart history → |
| 15 | I'm Your AngelR. Kelly & Celine Dion | 11 | Chart history → |
| 16 | Every MorningSugar Ray | 20 | Chart history → |
| 17 | HandsJewel | 13 | Chart history → |
| 18 | LullabyShawn Mullins | 14 | Chart history → |
| 19 | I Don't Want To Miss A ThingMark Chesnutt | 17 | Chart history → |
| 20 | MiamiWill Smith | 19 | Chart history → |
| 21 | (God Must Have Spent) A Little More Time On You'N Sync | 21 | Chart history → |
| 22 | When You BelieveWhitney Houston & Mariah Carey | 18 | Chart history → |
| 23 | LatelyDivine | 22 | Chart history → |
| 24 | When A Woman's Fed UpR. Kelly | 27 | Chart history → |
| 25 | These Are The TimesDru Hill | 23 | Chart history → |
| 26 | Can I Get A...Jay-Z Featuring Amil (Of Major Coinz) & Ja | 26 | Chart history → |
| 27 | Ex-FactorLauryn Hill | 35 | Chart history → |
| 28 | Take Me ThereBLACKstreet & Mya Featuring Mase & Blinky Blink | 24 | Chart history → |
| 29 | Trippin'Total Featuring Missy Elliott | 25 | Chart history → |
| 30 | Doo Wop (That Thing)Lauryn Hill | 28 | Chart history → |
| 31 | Ghetto CowboyMo Thugs Family Featuring Bone Thugs-N-Harmony | 29 | Chart history → |
| 32 | Fly AwayLenny Kravitz | 41 | Chart history → |
| 33 | Sweet LadyTyrese | 48 | Chart history → |
| 34 | I Will Get ThereBoyz II Men | 32 | Chart history → |
| 35 | Hold On To MeJohn Michael Montgomery | 45 | Chart history → |
| 36 | UnbelievableDiamond Rio | 39 | Chart history → |
| 37 | Back 2 Goodmatchbox 20 | 46 | Chart history → |
| 38 | No Place That FarSara Evans | 44 | Chart history → |
| 39 | Love Like ThisFaith Evans | 31 | Chart history → |
| 40 | From This Moment OnShania Twain | 30 | Chart history → |
| 41 | Stand Beside MeJo Dee Messina | 34 | Chart history → |
| 42 | Inside OutEve 6 | 33 | Chart history → |
| 43 | For A Little WhileTim McGraw | 37 | Chart history → |
| 44 | IrisGoo Goo Dolls | 36 | Chart history → |
| 45 | Changes2Pac | 38 | Chart history → |
| 46 | MeanwhileGeorge Strait | 53 | Chart history → |
| 47 | You Get What You GiveNew Radicals | 43 | Chart history → |
| 48 | I'll BeEdwin McCain | 40 | Chart history → |
| 49 | You Were MineDixie Chicks | 51 | Chart history → |
| 50 | What It's LikeEverlast | 55 | Chart history → |
| 51 | It's All Been DoneBarenaked Ladies | 49 | Chart history → |
| 52 | How Forever FeelsKenny Chesney | 68 | Chart history → |
| 53 | Fly (The Angel Song)The Wilkinsons | 54 | Chart history → |
| 54 | All Night LongFaith Evans Featuring Puff Daddy | 57 | Chart history → |
| 55 | Wrong NightReba | 52 | Chart history → |
| 56 | I Still BelieveMariah Carey | 56 | Chart history → |
| 57 | You Got MeThe Roots Featuring Erykah Badu | 74 | Chart history → |
| 58 | UnsentAlanis Morissette | 66 | Chart history → |
| 59 | That Don't Impress Me MuchShania Twain | 63 | Chart history → |
| 60 | Busy ManBilly Ray Cyrus | 62 | Chart history → |
| 61 | How Deep Is Your LoveDru Hill Featuring Redman | 58 | Chart history → |
| 62 | Powerful ThingTrisha Yearwood | 61 | Chart history → |
| 63 | Pretty Fly (For A White Guy)The Offspring | 59 | Chart history → |
| 64 | WoofSnoop Dogg Featuring Mystikal And Fiend | 84 | Chart history → |
| 65 | How Do I DealJennifer Love Hewitt | 65 | Chart history → |
| 66 | Somebody's Out There WatchingThe Kinleys | 73 | Chart history → |
| 67 | No ScrubsTLC | — | Chart history → |
| 68 | HaJuvenile | 72 | Chart history → |
| 69 | Rosa ParksOutKast | 67 | Chart history → |
| 70 | Father Of MineEverclear | 71 | Chart history → |
| 71 | Kiss MeSixpence None The Richer | 91 | Chart history → |
| 72 | Spirit Of A Boy, Wisdom Of A ManRandy Travis | 60 | Chart history → |
| 73 | I Can't Get Over YouBrooks & Dunn | 78 | Chart history → |
| 74 | Home AloneR. Kelly Featuring Keith Murray | 76 | Chart history → |
| 75 | Silly HoTLC | 64 | Chart history → |
| 76 | CrushDave Matthews Band | 85 | Chart history → |
| 77 | Angel In DisguiseBrandy | 75 | Chart history → |
| 78 | Watch For The HookCool Breeze Featuring OutKast, Goodie Mob & Witchdoctor | 89 | Chart history → |
| 79 | Keepin' UpAlabama | 81 | Chart history → |
| 80 | What's So DifferentGinuwine | — | Chart history → |
| 81 | There You Have ItBlackHawk | 70 | Chart history → |
| 82 | Luv Me, Luv MeShaggy Featuring Janet | 82 | Chart history → |
| 83 | Never ThereCake | 80 | Chart history → |
| 84 | Pushin' WeightIce Cube Featuring Mr. Short Khop | 83 | Chart history → |
| 85 | C'est La VieB*Witched | — | Chart history → |
| 86 | Sweetest ThingU2 | 77 | Chart history → |
| 87 | GoodbyeSpice Girls | 79 | Chart history → |
| 88 | Talk Show Shhh!Shae Jones | 94 | Chart history → |
| 89 | Ordinary LifeChad Brock | — | Chart history → |
| 90 | We Like To Party!Vengaboys | 97 | Chart history → |
| 91 | For You I WillAaron Tippin | 86 | Chart history → |
| 92 | Someone You Used To KnowCollin Raye | 95 | Chart history → |
| 93 | Hold MeBrian McKnight Featuring Tone & Kobe Bryant | 98 | Chart history → |
| 94 | Ruff Ryders' AnthemDMX | — | Chart history → |
| 95 | You're Easy On The EyesTerri Clark | 96 | Chart history → |
| 96 | The Power Of Good-ByeMadonna | 88 | Chart history → |
| 97 | You're Beginning To Get To MeClay Walker | 93 | Chart history → |
| 98 | Hard Knock Life (Ghetto Anthem)JAY-Z | 87 | Chart history → |
| 99 | Right On The MoneyAlan Jackson | 90 | Chart history → |
| 100 | Hot SpotFoxy Brown | 92 | Chart history → |