| 1 | ...Baby One More TimeBritney Spears | 1 | Chart history → |
| 2 | Angel Of MineMonica | 6 | Chart history → |
| 3 | Have You Ever?Brandy | 2 | Chart history → |
| 4 | Nobody's Supposed To Be HereDeborah Cox | 3 | Chart history → |
| 5 | All I Have To GiveBackstreet Boys | 57 | Chart history → |
| 6 | I'm Your AngelR. Kelly & Celine Dion | 4 | Chart history → |
| 7 | JumperThird Eye Blind | 5 | Chart history → |
| 8 | AngelSarah McLachlan | 11 | Chart history → |
| 9 | Save TonightEagle-Eye Cherry | 7 | Chart history → |
| 10 | HandsJewel | 8 | Chart history → |
| 11 | SlideGoo Goo Dolls | 9 | Chart history → |
| 12 | LullabyShawn Mullins | 10 | Chart history → |
| 13 | BelieveCher | 18 | Chart history → |
| 14 | Taking EverythingGerald Levert | 27 | Chart history → |
| 15 | When You BelieveWhitney Houston & Mariah Carey | 15 | Chart history → |
| 16 | Trippin'Total Featuring Missy Elliott | 14 | Chart history → |
| 17 | MiamiWill Smith | 19 | Chart history → |
| 18 | LatelyDivine | 13 | Chart history → |
| 19 | Take Me ThereBLACKstreet & Mya Featuring Mase & Blinky Blink | 17 | Chart history → |
| 20 | I Don't Want To Miss A ThingMark Chesnutt | 23 | Chart history → |
| 21 | Doo Wop (That Thing)Lauryn Hill | 12 | Chart history → |
| 22 | Because Of You98 Degrees | 16 | Chart history → |
| 23 | Can I Get A...Jay-Z Featuring Amil (Of Major Coinz) & Ja | 25 | Chart history → |
| 24 | These Are The TimesDru Hill | 24 | Chart history → |
| 25 | From This Moment OnShania Twain | 20 | Chart history → |
| 26 | Ghetto CowboyMo Thugs Family Featuring Bone Thugs-N-Harmony | 22 | Chart history → |
| 27 | Every MorningSugar Ray | 31 | Chart history → |
| 28 | (God Must Have Spent) A Little More Time On You'N Sync | 26 | Chart history → |
| 29 | Heartbreak HotelWhitney Houston Feat. Faith Evans & Kelly Price | 55 | Chart history → |
| 30 | Love Like ThisFaith Evans | 21 | Chart history → |
| 31 | When A Woman's Fed UpR. Kelly | 29 | Chart history → |
| 32 | IrisGoo Goo Dolls | 28 | Chart history → |
| 33 | I Will Get ThereBoyz II Men | 33 | Chart history → |
| 34 | Stand Beside MeJo Dee Messina | 37 | Chart history → |
| 35 | Inside OutEve 6 | 30 | Chart history → |
| 36 | Changes2Pac | 34 | Chart history → |
| 37 | I'll BeEdwin McCain | 35 | Chart history → |
| 38 | You Get What You GiveNew Radicals | 36 | Chart history → |
| 39 | For A Little WhileTim McGraw | 41 | Chart history → |
| 40 | Fly AwayLenny Kravitz | 39 | Chart history → |
| 41 | This KissFaith Hill | 32 | Chart history → |
| 42 | UnbelievableDiamond Rio | 47 | Chart history → |
| 43 | Hold On To MeJohn Michael Montgomery | 50 | Chart history → |
| 44 | No Place That FarSara Evans | 51 | Chart history → |
| 45 | My Favorite MistakeSheryl Crow | 38 | Chart history → |
| 46 | How Deep Is Your LoveDru Hill Featuring Redman | 40 | Chart history → |
| 47 | It's All Been DoneBarenaked Ladies | 44 | Chart history → |
| 48 | Too CloseNext | 43 | Chart history → |
| 49 | Ex-FactorLauryn Hill | 52 | Chart history → |
| 50 | Back 2 Goodmatchbox 20 | 53 | Chart history → |
| 51 | Spirit Of A Boy, Wisdom Of A ManRandy Travis | 42 | Chart history → |
| 52 | Wrong NightReba | 56 | Chart history → |
| 53 | Sweet LadyTyrese | 69 | Chart history → |
| 54 | Fly (The Angel Song)The Wilkinsons | 61 | Chart history → |
| 55 | There You Have ItBlackHawk | 46 | Chart history → |
| 56 | What It's LikeEverlast | 62 | Chart history → |
| 57 | Pretty Fly (For A White Guy)The Offspring | 54 | Chart history → |
| 58 | You Were MineDixie Chicks | 66 | Chart history → |
| 59 | Silly HoTLC | 63 | Chart history → |
| 60 | Rosa ParksOutKast | 60 | Chart history → |
| 61 | GoodbyeSpice Girls | 58 | Chart history → |
| 62 | MeanwhileGeorge Strait | 77 | Chart history → |
| 63 | One WeekBarenaked Ladies | 59 | Chart history → |
| 64 | Right On The MoneyAlan Jackson | 48 | Chart history → |
| 65 | How Do I DealJennifer Love Hewitt | — | Chart history → |
| 66 | That Don't Impress Me MuchShania Twain | 73 | Chart history → |
| 67 | Busy ManBilly Ray Cyrus | 70 | Chart history → |
| 68 | Powerful ThingTrisha Yearwood | 79 | Chart history → |
| 69 | I Still BelieveMariah Carey | — | Chart history → |
| 70 | Pushin' WeightIce Cube Featuring Mr. Short Khop | 68 | Chart history → |
| 71 | All Night LongFaith Evans Featuring Puff Daddy | — | Chart history → |
| 72 | Sweetest ThingU2 | 71 | Chart history → |
| 73 | Faded PicturesCase & Joe | 75 | Chart history → |
| 74 | For You I WillAaron Tippin | 64 | Chart history → |
| 75 | UnsentAlanis Morissette | — | Chart history → |
| 76 | Father Of MineEverclear | 76 | Chart history → |
| 77 | HaJuvenile | — | Chart history → |
| 78 | Angel In DisguiseBrandy | 72 | Chart history → |
| 79 | Never ThereCake | 80 | Chart history → |
| 80 | How Forever FeelsKenny Chesney | — | Chart history → |
| 81 | The Power Of Good-ByeMadonna | 78 | Chart history → |
| 82 | Hard Knock Life (Ghetto Anthem)JAY-Z | 67 | Chart history → |
| 83 | Somebody's Out There WatchingThe Kinleys | 86 | Chart history → |
| 84 | WoofSnoop Dogg Featuring Mystikal And Fiend | 93 | Chart history → |
| 85 | Keepin' UpAlabama | — | Chart history → |
| 86 | Home AloneR. Kelly Featuring Keith Murray | 82 | Chart history → |
| 87 | Luv Me, Luv MeShaggy Featuring Janet | 85 | Chart history → |
| 88 | You're Beginning To Get To MeClay Walker | 65 | Chart history → |
| 89 | Love Me112 Featuring Mase | 83 | Chart history → |
| 90 | You're Easy On The EyesTerri Clark | 81 | Chart history → |
| 91 | Hold MeBrian McKnight Featuring Tone & Kobe Bryant | 74 | Chart history → |
| 92 | Thank UAlanis Morissette | 84 | Chart history → |
| 93 | Someone You Used To KnowCollin Raye | 87 | Chart history → |
| 94 | A Bitter EndDeryl Dodd | 90 | Chart history → |
| 95 | It Must Be LoveTy Herndon | 89 | Chart history → |
| 96 | Talk Show Shhh!Shae Jones | 94 | Chart history → |
| 97 | Hot SpotFoxy Brown | 91 | Chart history → |
| 98 | Let Me Let GoFaith Hill | 88 | Chart history → |
| 99 | Watch For The HookCool Breeze Featuring OutKast, Goodie Mob & Witchdoctor | 96 | Chart history → |
| 100 | Another WayTevin Campbell | 100 | Chart history → |