1999

1 Cher Believe
2 TLC No Scrubs
3 Monica Angel of Mine
4 Whitney Houston featuring Faith Evans and Kelly Pr… Heartbreak Hotel
5 Britney Spears …Baby One More Time
6 Sixpence None the Richer Kiss Me
7 Christina Aguilera Genie in a Bottle
8 Sugar Ray Every Morning
9 Deborah Cox Nobody’s Supposed to Be Here
10 Ricky Martin Livin’ la Vida Loca
11 702 Where My Girls At?
12 Jennifer Lopez If You Had My Love
13 Goo Goo Dolls Slide
14 Brandy Have You Ever?
15 Backstreet Boys I Want It That Way
16 R. Kelly and Celine Dion I’m Your Angel
17 Smash Mouth All Star
18 Sarah McLachlan Angel
19 Santana featuring Rob Thomas Smooth
20 TLC Unpretty
21 Destiny’s Child Bills, Bills, Bills
22 Eagle-Eye Cherry Save Tonight
23 Pearl Jam Last Kiss
24 Maxwell Fortunate
25 Backstreet Boys All I Have to Give
26 Enrique Iglesias Bailamos
27 Busta Rhymes featuring Janet What’s It Gonna Be?!
28 Everlast What It’s Like
29 Lenny Kravitz Fly Away
30 Sugar Ray Someday
31 Divine Lately
32 Shania Twain That Don’t Impress Me Much
33 Will Smith featuring Dru Hill and Kool Moe Dee Wild Wild West
34 Red Hot Chili Peppers Scar Tissue
35 Mariah Carey featuring Jay-Z Heartbreaker
36 Mariah Carey I Still Believe
37 98 Degrees The Hardest Thing
38 LFO Summer Girls
39 Jay-Z featuring Amil and Ja Rule Can I Get A…
40 Third Eye Blind Jumper
41 Lauryn Hill Doo Wop (That Thing)
42 Lou Bega Mambo No. 5
43 Tyrese Sweet Lady
44 Whitney Houston It’s Not Right but It’s Okay
45 ‘N Sync (God Must Have Spent) A Little More Time on You
46 Shawn Mullins Lullaby
47 112 featuring Lil Zane Anywhere
48 K-Ci & JoJo Tell Me It’s Real
49 Matchbox 20 Back 2 Good
50 Blaque 808
51 Tal Bachman She’s So High
52 Ricky Martin She’s All I Ever Had
53 Will Smith Miami
54 Jewel Hands
55 JT Money featuring Solé Who Dat
56 Tim McGraw Please Remember Me
57 Shania Twain From This Moment On
58 Faith Evans Love Like This
59 Jesse Powell You
60 Total featuring Missy Elliott Trippin’
61 Silk If You
62 Lauryn Hill Ex-Factor
63 Jordan Knight Give It to You
64 Goo Goo Dolls Black Balloon
65 Eric Benét featuring Tamia Spend My Life with You
66 Dru Hill These Are the Times
67 Mark Chesnutt I Don’t Want to Miss a Thing
68 98 Degrees I Do (Cherish You)
69 98 Degrees Because of You
70 Sarah McLachlan I Will Remember You
71 Chanté Moore Chanté’s Got a Man
72 Case Happily Ever After
73 Whitney Houston My Love Is Your Love
74 Faith Evans featuring Puff Daddy All Night Long
75 Juvenile featuring Mannie Fresh and Lil Wayne Back That Azz Up
76 Brandy Almost Doesn’t Count
77 Shania Twain Man! I Feel Like a Woman!
78 Len Steal My Sunshine
79 Marc Anthony I Need to Know
80 Ginuwine So Anxious
81 Case featuring Joe Faded Pictures
82 Brian McKnight Back at One
83 R. Kelly When a Woman’s Fed Up
84 Kenny Chesney How Forever Feels
85 Lonestar Amazed
86 Britney Spears Sometimes
87 Mo Thugs Ghetto Cowboy
88 Fastball Out of My Head
89 Jay-Z Hard Knock Life (Ghetto Anthem)
90 Naughty by Nature featuring Zhané Jamboree
91 Blackstreet featuring Mýa, Mase and Blinky Blink Take Me There
92 Joey McIntyre Stay the Same
93 Jo Dee Messina A Lesson in Leavin’
94 Goo Goo Dolls Iris
95 Puff Daddy featuring R. Kelly Satisfy You
96 Citizen King Better Days (And the Bottom Drops Out)
97 ‘N Sync and Gloria Estefan Music of My Heart
98 George Strait Write This Down
99 Whitney Houston and Mariah Carey When You Believe
100 Alabama and ‘N Sync (God Must Have Spent) A Little More Time on You