100 Greatest Songs From 1999

Criteria: These songs released in the year 1999 were chosen and ranked based on their initial and lasting popularity, and on their impact on the overall scope of musical history.

Note: Yearly song lists go by earliest 'release date' (Single, Album, or Country of first release). Not necessarily the year a song peaked in the U.S. charts.

1. My Name Is
2. Smooth
Santana (feat. Rob Thomas)
3. Scar Tissue
Red Hot Chili Peppers
4. No Scrubs
5. Say My Name
Destiny's Child
6. I Want It That Way
Backstreet Boys
7. All The Small Things
Blink 182
8. I Try
Macy Gray
9. Still D.R.E.
Dr. Dre
10. Drive
11. Forgot About Dre
Dr. Dre (feat. Eminem)
12. Californication
Red Hot Chili Peppers
13. All Star
Smash Mouth
14. Higher
15. What's My Age Again
Blink 182
16. Porcelain
17. Livin' la Vida Loca
Ricky Martin
18. Maria Maria
Santana and The Product G&B
19. Bills, Bills, Bills
Destiny's Child
20. Unpretty
21. Windowlicker
Aphex Twin
22. Everything You Want
Vertical Horizon
23. I Knew I Loved You
Savage Garden
24. Red Alert
Basement Jaxx
25. Every Morning
Sugar Ray
26. Beautiful Stranger
27. Jumpin', Jumpin'
Destiny's Child
28. Heavy
Collective Soul
29. Race for the Prize
The Flaming Lips
30. Hey Boy Hey Girl
Chemical Brothers
31. Last Kiss
Pearl Jam
32. He Wasn't Man Enough
Toni Braxton
33. Where My Girls At?
34. If You Had My Love
Jennifer Lopez
35. Thong Song
36. Caught Out There
37. Svefn-G-Englar
Sigur Rós
38. Got Your Money
Ol' Dirty Bastard (feat. Kelis)
39. Back at One
Brian McKnight
40. Flat Beat
Mr. Oizo
41. Swastika Eyes
Primal Scream
42. Thank You
43. What a Girl Wants
Christina Aguilera
44. Once Around the Block
Badly Drawn Boy
45. Party Up (Up in Here)
46. Get It On Tonite
Montell Jordan
47. Fortunate
48. Incomplete
49. That's The Way It Is
Celine Dion
50. Coffee + TV

51. Someday
Sugar Ray
52. Bring It All to Me
53. Hot Boyz
Missy Elliott, Nas, Eve and Q-Tip
54. Wild Wild West
Will Smith, Dru Hill and Kool Moe Dee
55. Deceptacon
Le Tigre
56. Sing It Back
57. Heartbreaker
Mariah Carey and Jay-Z
58. I Still Believe
Mariah Carey
59. With Arms Wide Open
60. Rendez-Vu
Basement Jaxx
61. Re-Rewind (The Crowd Say Bo Selecta)
The Artful Dodger
62. Mambo No. 5
Lou Bega
63. Sexx Laws
64. It Feels So Good
65. Come On Over Baby (All I Want Is You)
Christina Aguilera
66. I Turn To You
Christina Aguilera
67. Never Let You Go
Third Eye Blind
68. Dooms Night
Azzido Da Bass
69. Thank God I Found You
Mariah Carey, Joe and 98 Degrees
70. U Don't Know Me
Armand Van Helden
71. 14 Zero Zero
72. Tender
73. Then The Morning Comes
Smash Mouth
74. Waiting for Superman
The Flaming Lips
75. You Got Me
The Roots (feat. Erykah Badu)
76. Tell Me It's Real
K-Ci & JoJo
77. Blue (Da Ba Dee)
Eiffel 65
78. Otherside
Red Hot Chili Peppers
79. Big Pimpin'
Jay-Z and UGK
80. Steal My Sunshine
81. Guerrilla Radio
Rage Against the Machine
82. The Next Episode
Dr. Dre and Snoop Dogg
83. Crash and Burn
Savage Garden
84. Simon Says
Pharoahe Monch
85. Northern Lites
Super Furry Animals
86. 808
87. Desert Rose
Sting and Cheb Mami
88. Xpander
89. Why Does My Heart Feel So Bad?
90. So Anxious
91. Satisfy You
Puff Daddy and R. Kelly
92. Better Days (And the Bottom Drops Out)
Citizen King
93. When You Believe
Whitney Houston and Mariah Carey
94. Waiting for Tonight
Jennifer Lopez
95. She's So High
Tal Bachman
96. The Child
Alex Gopher
97. Hip-Hop
Dead Prez
98. I See a Darkness
Bonnie "Prince" Billy
99. Guilty Conscience
100. Ms. Fat Booty
Mos Def
20 more worth mentioning.
101. Knights of the Jaguar
The Aztec Mystic
102. Why Does It Always Rain on Me
103. Teenage FBI
Guided by Voices
104. Writing to Reach You
105. Out of Control
Chemical Brothers
106. Afrika Shox
107. Maria
108. Major Leagues
109. Big Love
Pete Heller
110. Learn to Fly
Foo Fighters
111. Sleep Now in the Fire
Rage Against the Machine
112. Aisha
Death in Vegas
113. Miss Parker
114. Happy Cycling
Boards of Canada
115. Save Me
Aimee Mann
116. The Jag
The Micronauts
117. Via Chicago
118. Comedy
119. The Bad Touch
The Bloodhound Gang
120. Sweet Like Chocolate
Shanks & Bigfoot
DigitalDreamDoor Editor Picks for 1999
An unheralded great record from 1999
Bruce's choice:
* Jitterbop
Little Leopold
Lew's choice:
* Run
Collective Soul
Adam's choice:
* Annie
Our Lady Peace
Ryan's choice:
* Hum
The Shiela Divine
    1998   |   2000

Edited By:
Last Updated: 2022-03-08