1999 was a year of significant cultural and musical milestones, marking the end of an era as the 20th century drew to a close – Top 100 songs of 1999. This year saw a wide range of genres and styles come to the forefront, with artists such as Britney Spears, TLC, and Eminem all making waves in the industry. It was a year that saw both pop and hip-hop dominate the charts, with many classic songs that have remained timeless.
In this article, we will be exploring the 100 greatest songs from 1999, a year that saw the rise of iconic anthems that still resonate with audiences today. From party hits like “Livin’ La Vida Loca” by Ricky Martin to soulful ballads like “Smooth” by Santana featuring Rob Thomas, this list covers a diverse range of music that defined the year. Whether you’re a fan of rock, R&B, or country, there’s sure to be something on this list that you’ll love. Join us as we take a trip down memory lane and celebrate the greatest songs from one of the most exciting years in music history.
1. WHERE MY GIRLS AT? by 702
2. SLIDE by Goo Goo Dolls
3. NO SCRUBS by TLC
4. KISS ME by Sixpence None the Richer
5. …BABY ONE MORE TIME by Britney Spears
6. BELIEVE by Cher
7. EVERY MORNING by Sugar Ray
8. I WANT IT THAT WAY by Backstreet Boys
9. GENIE IN A BOTTLE by Christina Aguilera
10. ALL STAR by Smash Mouth
11. ANGEL OF MINE by Monica
12. HEARTBREAK HOTEL by Whitney Houston featuring Faith Evans and Kelly Price
13. IF YOU HAD MY LOVE by Jennifer Lopez
14. NOBODY’S SUPPOSED TO BE HERE by Deborah Cox
15. HAVE YOU EVER? by Brandy
16. ANGEL by Sarah McLachlan
17. LIVIN’ LA VIDA LOCA by Ricky Martin
18. SAVE TONIGHT by Eagle-Eye Cherry
19. I’M YOUR ANGEL by R. Kelly and Celine Dion
20. SMOOTH by Santana featuring Rob Thomas
21. SOMEDAY by Sugar Ray
22. FORTUNATE by Maxwell
23. UNPRETTY by TLC
24. BILLS, BILLS, BILLS by Destiny’s Child
25. LAST KISS by Pearl Jam
26. ALL I HAVE TO GIVE by Backstreet Boys
27. JUMPER by Third Eye Blind
28. LULLABY by Shawn Mullins
29. SCAR TISSUE by Red Hot Chili Peppers
30. MAMBO NO. 5 by Lou Bega
31. BAILAMOS by Enrique Iglesias
32. WILD WILD WEST by Will Smith featuring Dru Hill and Kool Moe Dee
33. THE HARDEST THING by 98 Degrees
34. LATELY by Divine
35. HANDS by Jewel
36. SUMMER GIRLS by LFO
37. IT’S NOT RIGHT BUT IT’S OKAY by Whitney Houston
38. THAT DON’T IMPRESS ME MUCH by Shania Twain
39. WHAT’S IT GONNA BE?! by Busta Rhymes featuring Janet
40. HEARTBREAKER by Mariah Carey featuring Jay-Z
41. FROM THIS MOMENT ON by Shania Twain
42. WHO DAT by JT Money featuring Solé
43. DOO WOP (THAT THING) by Lauryn Hill
44. I STILL BELIEVE by Mariah Carey
45. SWEET LADY by Tyrese
46. 808 by Blaque
47. PLEASE REMEMBER ME by Tim McGraw
48. IF YOU by Silk
49. MY LOVE IS YOUR LOVE by Whitney Houston
50. WHAT IT’S LIKE by Everlast
51. SHE’S SO HIGH by Tal Bachman
52. ANYWHERE by 112 featuring Lil Zane
53. TELL ME IT’S REAL by K-Ci & JoJo
54. I DO (CHERISH YOU) by 98 Degrees
55. SHE’S ALL I EVER HAD by Ricky Martin
56. TRIPPIN’ by Total featuring Missy Elliott
57. BECAUSE OF YOU by 98 Degrees
58. I NEED TO KNOW by Marc Anthony
59. (GOD MUST HAVE SPENT) A LITTLE MORE TIME ON YOU by ‘N Sync
60. FLY AWAY by Lenny Kravitz
61. LOVE LIKE THIS by Faith Evans
62. GIVE IT TO YOU by Jordan Knight
63. STEAL MY SUNSHINE by Len
64. YOU by Jesse Powell
65. MIAMI by Will Smith
66. I WILL REMEMBER YOU by Sarah McLachlan
67. CHANTÉ’S GOT A MAN by Chanté Moore
68. IRIS by Goo Goo Dolls
69. BACK AT ONE by Brian McKnight
70. CAN I GET A… by Jay-Z featuring Amil and Ja Rule
71. HAPPILY EVER AFTER by Case
72. WE CAN’T BE FRIENDS by Deborah Cox & R.L.
73. STAY THE SAME by Joey McIntyre
74. BLACK BALLOON by Goo Goo Dolls
75. JAMBOREE by Naughty by Nature featuring Zhané
76. I DON’T WANT TO MISS A THING by Mark Chesnutt
77. SO ANXIOUS by Ginuwine
78. SATISFY YOU by Puff Daddy featuring R. Kelly
79. BACK THAT AZZ UP by Juvenile featuring Mannie Fresh and Lil Wayne
80. THIS KISS by Faith Hill
81. LOST IN YOU by Garth Brooks as Chris Gaines
82. ALMOST DOESN’T COUNT by Brandy
83. EX-FACTOR by Lauryn Hill
84. SPEND MY LIFE WITH YOU by Eric Benét featuring Tamia
85. ALL NIGHT LONG by Faith Evans featuring Puff Daddy
86. TAKE ME THERE by Blackstreet featuring Mýa, Mase and Blinky Blink
87. TAKING EVERYTHING by Gerald Levert
88. IT AIN’T MY FAULT 1 & 2 by Silkk the Shocker Featuring Mystikal
89. THESE ARE THE TIMES by Dru Hill
90. (YOU DRIVE ME) CRAZY by Britney Spears
91. BACK 2 GOOD by Matchbox 20
92. FADED PICTURES by Case featuring Joe
93. C’EST LA VIE by B*Witched
94. SOMETIMES by Britney Spears
95. MY FAVORITE MISTAKE by Sheryl Crow
96. GET GONE by Ideal
97. GHETTO COWBOY by Mo Thugs
98. THE FIRST NIGHT by Monica
99. MUSIC OF MY HEART by ‘N Sync and Gloria Estefan
100. NO PIGEONS by Sporty Thievz Featuring Mr. Woods