BILLBOARD TOP HIT SINGLES 1999
 
1 Cher   Believe
2 TLC   No Scrubs
3 Monica   Angel Of Mine
4 Whitney Houston   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 feat. 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 feat. 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 feat. Dru Hill and Kool Moe Dee   Wild Wild West
34 Red Hot Chili Peppers   Scar Tissue
35 Mariah Carey feat. Jay-Z   Heartbreaker
36 Mariah Carey   I Still Believe
37 98 Degrees   The Hardest Thing
38 LFO   Summer Girls
39 Jay-Z feat. Amil (Of Major Coinz) and Ja   Can I Get A…
40 Third Eye Blind   Jumper
41 Lauryn Hill   Doo Wop (That Thing)
42 Lou Bega   Mambo No. 5 (A Little Bit Of…)
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 feat. Lil’Z   Anywhere
48 K-Ci and 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 feat. Sole   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 feat. Missy Elliott   Trippin’
61 Silk   If You (Lovin’ Me)
62 Lauryn Hill   Ex-Factor
63 Jordan Knight   Give It To You
64 Goo Goo Dolls   Black Balloon
65 Eric Benet feat. 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 (Live)
71 Chante Moore   Chante’s Got A Man
72 Case   Happily Ever After
73 Whitney Houston   My Love Is Your Love
74 Faith Evans feat. Puff Daddy   All Night Long
75 Juvenile feat. Mannie Fresh and Lil’ Wayne   Back That Thang 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 and 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 Family feat. Bone Thugs-N-Harmony   Ghetto Cowboy
88 Fastball   Out Of My Head
89 Jay-Z   Hard Knock Life (Ghetto Anthem)
90 Naughty By Nature feat. Zhane   Jamboree
91 BLACKstreet and Mya feat. Mase and Blinky Blink   Take Me There
92 Joey McIntyre   Stay The Same
93 Jo Dee Messina   Lesson In Leavin’
94 Goo Goo Dolls   Iris
95 Puff Daddy feat. 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 feat. ‘N Sync   God Must Have Spent A Little More Time On You