| Rank | Song | Artist | Points | ||
| 100 |  |
Boom Boom Boom Boom | Vengaboys | 295 | |
| 99 |  |
Love Like This | Faith Evans | 303 | |
| 98 |  |
Who Dat? | JT Money f/ Solé | 304 | |
| 97 |  |
Every Time | Janet | 306 | |
| 96 |  |
She's All I Ever Had | Ricky Martin | 307 | |
| 95 |  |
Hard Knock Life | Jay-Z | 310 | |
| 94 |  |
Waiting For Tonight | Jennifer Lopez | 311 | |
| 93 |  |
Boy You Knock Me Out | Tatyana Ali f/ Will Smith | 312 | |
| 92 |  |
Beauty | Dru Hill | 316 | |
| 91 |  |
I Knew I Loved You | Savage Garden | 318 | |
| 90 |  |
Bugaboo | Destiny's Child | 321 | |
| 89 |  |
Hands | Jewel | 321 | |
| 88 |  |
Man! I Feel Like A Woman | Shania Twain | 332 | |
| 87 | |
Never Gonna Let You Go | Faith Evans | 337 | |
| 86 |  |
I Still Believe | Mariah Carey | 358 | |
| 85 |  |
Smile | Vitamin C f/ Lady Saw | 358 | |
| 84 |  |
You Get What You Give | New Radicals | 361 | |
| 83 |  |
Gotta Man | Eve | 366 | |
| 82 |  |
808 | Blaque | 369 | |
| 81 | |
Jigga What, Jigga Who? | Jay-Z f/ Beanie Siegel | 370 | |
| 80 |  |
My Name Is... (Slim Shady) | Eminem | 376 | |
| 79 |  |
Jigga My... | Ruff Ryders f/ Jay-Z | 380 | |
| 78 |  |
From This Moment On | Shania Twain | 383 | |
| 77 |  |
Kiss Me | Sixpence None The Richer | 387 | |
| 76 |  |
Save Tonight | Eagle-Eye Cherry | 391 | |
| 75 |  |
Trippin' | Total f/ Missy Elliott | 394 | |
| 74 |  |
Lullaby | Shawn Mullins | 399 | |
| 73 | |
What You Want | Ruff Ryders & Eve f/ Nokio | 399 | |
| 72 |  |
Scar Tissue | Red Hot Chili Peppers | 400 | |
| 71 |  |
When I'm Gone | Rockell | 406 | |
| 70 |  |
Silly Ho | TLC | 407 | |
| 69 |  |
Satisfy You | Puff Daddy f/ R Kelly | 409 | |
| 68 |  |
Praise You | Fatboy Slim | 410 | |
| 67 |  |
Beautiful Stranger (from Austin Powers 2) |
Madonna | 422 | |
| 66 | |
All Night Long | Faith Evans f/ Puff Daddy | 423 | |
| 65 |  |
Chanté's Got A Man | Chanté Moore | 433 | |
| 64 |  |
Larger Than Life | Backstreet Boys | 441 | |
| 63 |  |
Back At One | Brian McKnight | 457 | |
| 62 |  |
Girlfriend/Boyfriend | Blackstreet & Janet f/ Ja Rule & Eve | 465 | |
| 61 |  |
Heartbreaker | Mariah Carey f/ Jay-Z | 469 | |
| 60 |  |
So Anxious | Ginuwine | 479 | |
| 59 |  |
Lately | Divine | 482 | |
| 58 |  |
The Hardest Thing | 98 Degrees | 498 | |
| 57 | |
Sitting Home | Total | 504 | |
| 56 |  |
Take Me There (from Rugrats - The Movie) |
Blackstreet & Mya f/ Mase & Blinky Blink | 506 | |
| 55 |  |
(You Drive Me) Crazy | Britney Spears | 524 | |
| 54 |  |
Pretty Fly (For A White Guy) | Offspring | 525 | |
| 53 |  |
Lately | Tyrese | 539 | |
| 52 |  |
It's Not Right, But It's Okay | Whitney Houston | 540 | |
| 51 | |
These Are The Times | Dru Hill | 549 |
Music Central's Top 150 Songs Of 1999 (50-1)
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