| 1 | The Boy Is MineBrandy & Monica | 1 | Chart history → |
| 2 | My WayUsher | 2 | Chart history → |
| 3 | The First NightMonica | 5 | Chart history → |
| 4 | CrushJennifer Paige | 7 | Chart history → |
| 5 | Never EverAll Saints | 4 | Chart history → |
| 6 | AdiaSarah McLachlan | 3 | Chart history → |
| 7 | You're Still The OneShania Twain | 6 | Chart history → |
| 8 | Daydreamin'Tatyana Ali | 12 | Chart history → |
| 9 | Too CloseNext | 9 | Chart history → |
| 10 | Cruel SummerAce Of Base | 10 | Chart history → |
| 11 | When The Lights Go OutFive | 11 | Chart history → |
| 12 | Lookin' At MeMase Featuring Puff Daddy | 13 | Chart history → |
| 13 | Make It HotNicole Featuring Missy "Misdemeanor" Elliott & Mocha | 8 | Chart history → |
| 14 | Time After TimeInoj | 16 | Chart history → |
| 15 | Friend Of MineKelly Price | 15 | Chart history → |
| 16 | This KissFaith Hill | 19 | Chart history → |
| 17 | Come With MePuff Daddy Featuring Jimmy Page | 14 | Chart history → |
| 18 | I Still Love YouNext | 22 | Chart history → |
| 19 | Say ItVoices Of Theory | 17 | Chart history → |
| 20 | Ghetto Supastar (That Is What You Are)Pras Michel Feat. Ol' Dirty Bastard & Introducing Mya | 21 | Chart history → |
| 21 | All My LifeK-Ci & JoJo | 20 | Chart history → |
| 22 | Truly Madly DeeplySavage Garden | 24 | Chart history → |
| 23 | Nobody Does It BetterNate Dogg Featuring Warren G | 18 | Chart history → |
| 24 | To The Moon And BackSavage Garden | 25 | Chart history → |
| 25 | Gotta BeJagged Edge | 23 | Chart history → |
| 26 | Still Not A PlayerBig Punisher Featuring Joe | 27 | Chart history → |
| 27 | Goodbye To My HomiesMaster P Featuring Silkk The Shocker, Sons Of Funk And Mo B. Dick | 30 | Chart history → |
| 28 | IntergalacticBeastie Boys | 28 | Chart history → |
| 29 | Looking Through Your EyesLeAnn Rimes | 29 | Chart history → |
| 30 | So Into YouTamia | 37 | Chart history → |
| 31 | Sex And CandyMarcy Playground | 32 | Chart history → |
| 32 | Ray Of LightMadonna | 26 | Chart history → |
| 33 | My AllMariah Carey | 31 | Chart history → |
| 34 | Gettin' Jiggy Wit ItWill Smith | 39 | Chart history → |
| 35 | Cleopatra's ThemeCleopatra | 33 | Chart history → |
| 36 | Everybody [Backstreet's Back]Backstreet Boys | 34 | Chart history → |
| 37 | I Don't Want To WaitPaula Cole | 40 | Chart history → |
| 38 | StopSpice Girls | 36 | Chart history → |
| 39 | How's It Going To BeThird Eye Blind | 41 | Chart history → |
| 40 | How Do I LiveLeAnn Rimes | 43 | Chart history → |
| 41 | Horse & CarriageCam'Ron Featuring Mase | 42 | Chart history → |
| 42 | They Don't KnowJon B | 38 | Chart history → |
| 43 | Ooh La LaRod Stewart | 45 | Chart history → |
| 44 | Together AgainJanet | 44 | Chart history → |
| 45 | I'm AlrightJo Dee Messina | 49 | Chart history → |
| 46 | Woof Woof69 Boyz | 35 | Chart history → |
| 47 | Hey Now NowSwirl 360 | 47 | Chart history → |
| 48 | Touch ItMonifah | 51 | Chart history → |
| 49 | Movin' OnMya Featuring Silkk The Shocker | 63 | Chart history → |
| 50 | What U See Is What U GetXzibit | 54 | Chart history → |
| 51 | PaperQueen Latifah Featuring Apache | 50 | Chart history → |
| 52 | Money Ain't A ThangJD Featuring Jay-Z | 53 | Chart history → |
| 53 | Heaven's What I FeelGloria Estefan | 48 | Chart history → |
| 54 | Nobody ElseTyrese | 66 | Chart history → |
| 55 | 26 CentsThe Wilkinsons | 57 | Chart history → |
| 56 | Whatcha Gone Do?Link | 46 | Chart history → |
| 57 | LandslideFleetwood Mac | 62 | Chart history → |
| 58 | I Get LonelyJanet Featuring BLACKstreet | 52 | Chart history → |
| 59 | Shorty (You Keep Playin' With My Mind)Imajin Featuring Keith Murray | 59 | Chart history → |
| 60 | DestinyMyron | 56 | Chart history → |
| 61 | It's AlrightMemphis Bleek (& Jay-Z) | 61 | Chart history → |
| 62 | Turn It Up [Remix]/Fire It UpBusta Rhymes | 58 | Chart history → |
| 63 | Black Ice (Sky High)Goodie Mob Featuring Outkast | 60 | Chart history → |
| 64 | Ava AdoreThe Smashing Pumpkins | 64 | Chart history → |
| 65 | You Won't Forget MeLa Bouche | 72 | Chart history → |
| 66 | DeliciousPure Sugar | 75 | Chart history → |
| 67 | DefinitionMos Def & Kweli Are Black Star | 94 | Chart history → |
| 68 | How Do I Say I'm SorryTami Davis | 71 | Chart history → |
| 69 | Cheated (To All The Girls)Wyclef Jean Featuring Queen Pen & The Product | 74 | Chart history → |
| 70 | Remember WhenColor Me Badd | 65 | Chart history → |
| 71 | You Only Have To Say You Love MeHannah Jones | 70 | Chart history → |
| 72 | Here We GoFunkmaster Flex Presents Khadejia Featuring Product | 77 | Chart history → |
| 73 | If You Ever Have Forever In MindVince Gill | 68 | Chart history → |
| 74 | Can't We TryRockell [Duet With Collage] | 84 | Chart history → |
| 75 | If You Could Read My MindStars On 54: Ultra Nate, Amber, Jocelyn Enriquez | — | Chart history → |
| 76 | What I Didn't KnowAthenaeum | 69 | Chart history → |
| 77 | The Cup Of Life (The Official Song Of The World Cup, France '98)Ricky Martin | 80 | Chart history → |
| 78 | The Arms Of The One Who Loves YouXscape | 67 | Chart history → |
| 79 | SparkTori Amos | 81 | Chart history → |
| 80 | Ninety Nine [Flash The Message]John Forte | 76 | Chart history → |
| 81 | 2 Way StreetMissjones | 82 | Chart history → |
| 82 | Recover Your SoulElton John | 85 | Chart history → |
| 83 | Stand By Me4 The Cause | 86 | Chart history → |
| 84 | Here We Go AgainAretha Franklin | 83 | Chart history → |
| 85 | One Heart At A TimeVarious Artists | 79 | Chart history → |
| 86 | The Rockafeller SkankFatboy Slim | 91 | Chart history → |
| 87 | Stepping StoneLari White | 73 | Chart history → |
| 88 | I Wasn't With ItJesse Powell | 87 | Chart history → |
| 89 | Push ItGarbage | 93 | Chart history → |
| 90 | WishlistPearl Jam | 89 | Chart history → |
| 91 | Stop Being GreedyDMX | 100 | Chart history → |
| 92 | There's Your TroubleDixie Chicks | 78 | Chart history → |
| 93 | Cover You In KissesJohn Michael Montgomery | 98 | Chart history → |
| 94 | There You AreSam Salter | 88 | Chart history → |
| 95 | Ding-A-LingHi-Town DJs | 95 | Chart history → |
| 96 | I Can Do ThatMontell Jordan | 90 | Chart history → |
| 97 | I Just Want To Dance With YouGeorge Strait | 99 | Chart history → |
| 98 | Not About RomanceInner Circle | 97 | Chart history → |
| 99 | Do Your Thing7 Mile | 96 | Chart history → |
| 100 | Freak OutNutta Butta Featuring Teddy Riley And Anonymous | 92 | Chart history → |