| THO 100 Top 100 Artists of 1999 Compiled from the weekly Top Hits Online charts of 1999 |
| 1 | Britney Spears | Chart History |
| 2 | Whitney Houston | Chart History |
| 3 | Cher | Chart History |
| 4 | Mariah Carey | Chart History |
| 5 | Shania Twain | Chart History |
| 6 | Kim Wilde | Chart History |
| 7 | Madonna | Chart History |
| 8 | TLC | Chart History |
| 9 | Backstreet Boys | Chart History |
| 10 | Sugar Ray | Chart History |
| 11 | 'N Sync | Chart History |
| 12 | Sixpence None The Richer | Chart History |
| 13 | Ricky Martin | Chart History |
| 14 | The Offspring | Chart History |
| 15 | Jennifer Lopez | Chart History |
| 16 | 98 Degrees | Chart History |
| 17 | Goo Goo Dolls | Chart History |
| 18 | Alanis Morissette | Chart History |
| 19 | Smash Mouth | Chart History |
| 20 | Garbage | Chart History |
| 21 | Christina Aguilera | Chart History |
| 22 | Blink-182 | Chart History |
| 23 | Faith Evans | Chart History |
| 24 | Lit | Chart History |
| 25 | Red Hot Chili Peppers | Chart History |
| 26 | Gary Underwood | Chart History |
| 27 | Sheryl Crow | Chart History |
| 28 | Sarah McLachlan | Chart History |
| 29 | Santana | Chart History |
| 30 | Rob Thomas | Chart History |
| 31 | Len | Chart History |
| 32 | Monica | Chart History |
| 33 | Savage Garden | Chart History |
| 34 | Will Smith | Chart History |
| 35 | New Radicals | Chart History |
| 36 | Robbie Williams | Chart History |
| 37 | Anggun | Chart History |
| 38 | Everlast | Chart History |
| 39 | Vanessa Chinitor | Chart History |
| 40 | Brandy | Chart History |
| 41 | Orgy | Chart History |
| 42 | Jewel | Chart History |
| 43 | Fatboy Slim | Chart History |
| 44 | Faith Hill | Chart History |
| 45 | Blondie | Chart History |
| 46 | Enrique Iglesias | Chart History |
| 47 | Joey McIntyre | Chart History |
| 48 | Collective Soul | Chart History |
| 49 | Foo Fighters | Chart History |
| 50 | Lauryn Hill | Chart History |
| 51 | Lou Bega | Chart History |
| 52 | Boyzone | Chart History |
| 53 | Lenny Kravitz | Chart History |
| 54 | Destiny's Child | Chart History |
| 55 | The Cranberries | Chart History |
| 56 | Celine Dion | Chart History |
| 57 | Kelly Price | Chart History |
| 58 | LeAnn Rimes | Chart History |
| 59 | R. Kelly | Chart History |
| 60 | Silverchair | Chart History |
| 61 | Geri Halliwell | Chart History |
| 62 | Jessica Andrews | Chart History |
| 63 | Bush | Chart History |
| 64 | Hole | Chart History |
| 65 | Live | Chart History |
| 66 | Creed | Chart History |
| 67 | Spice Girls | Chart History |
| 68 | The Cardigans | Chart History |
| 69 | Limp Bizkit | Chart History |
| 70 | Korn | Chart History |
| 71 | Pearl Jam | Chart History |
| 72 | B*Witched | Chart History |
| 73 | Martina McBride | Chart History |
| 74 | Janet Jackson | Chart History |
| 75 | Muse | Chart History |
| 76 | Third Eye Blind | Chart History |
| 77 | Tim McGraw | Chart History |
| 78 | Reba McEntire | Chart History |
| 79 | Deborah Cox | Chart History |
| 80 | Worlds Apart | Chart History |
| 81 | Tal Bachman | Chart History |
| 82 | Jordan Knight | Chart History |
| 83 | Gloria Estefan | Chart History |
| 84 | Amie Comeaux | Chart History |
| 85 | Blur | Chart History |
| 86 | 702 | Chart History |
| 87 | Blackstreet | Chart History |
| 88 | Citizen King | Chart History |
| 89 | Barenaked Ladies | Chart History |
| 90 | Eminem | Chart History |
| 91 | Selena | Chart History |
| 92 | Dixie Chicks | Chart History |
| 93 | Jim Brickman | Chart History |
| 94 | Michael W. Smith | Chart History |
| 95 | Brenda K. Starr | Chart History |
| 96 | Matchbox Twenty | Chart History |
| 97 | Melanie C | Chart History |
| 98 | Lila McCann | Chart History |
| 99 | Train | Chart History |
| 100 | The Jets | Chart History |
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