The Top Songs of 1999, from Believe to Smooth
1999 was the year of teen pop, the Latin explosion and Y2K, and its hits are still the soundtrack of every throwback party. Here are the top songs of 1999, ranked by Billboard's year-end chart, from Cher's Believe and TLC's No Scrubs to Britney Spears, the Backstreet Boys, Ricky Martin and Santana's Smooth, plus all 15 number ones of the year.
What was the number one song of 1999?
"Believe" by Cher was the number one song of 1999 on Billboard's year-end Hot 100, giving her a first number one since 1974. TLC's "No Scrubs" was second and Monica's "Angel of Mine" third. The longest-running number one of the year was "Smooth" by Santana featuring Rob Thomas, which spent ten weeks at the top in 1999 and two more in 2000.
Every number one song of 1999
- "I'm Your Angel", R. Kelly and Céline Dion: finished a six-week run that began in 1998.
- "Have You Ever?", Brandy: a Diane Warren ballad.
- "...Baby One More Time", Britney Spears: the debut that launched the teen pop era.
- "Angel of Mine", Monica: four weeks at number one.
- "Believe", Cher: the dance-pop comeback with the famous vocal effect.
- "No Scrubs", TLC: a sharp, catchy number one from FanMail.
- "Livin' la Vida Loca", Ricky Martin: the song that led the Latin pop explosion.
- "If You Had My Love", Jennifer Lopez: her debut single.
- "Bills, Bills, Bills", Destiny's Child: the group's first number one.
- "Wild Wild West", Will Smith featuring Dru Hill and Kool Moe Dee: the theme from his summer movie.
- "Genie in a Bottle", Christina Aguilera: a five-week number one debut.
- "Bailamos", Enrique Iglesias: his English-language breakthrough from Wild Wild West.
- "Unpretty", TLC: their second number one of the year.
- "Heartbreaker", Mariah Carey featuring Jay-Z: a playful, sample-driven hit.
- "Smooth", Santana featuring Rob Thomas: the year's longest-running number one.
The top 20 songs of 1999
- "Believe", Cher
- "No Scrubs", TLC
- "Angel of Mine", Monica
- "Heartbreak Hotel", Whitney Houston featuring Faith Evans and Kelly Price
- "...Baby One More Time", Britney Spears
- "Kiss Me", Sixpence None the Richer
- "Genie in a Bottle", Christina Aguilera
- "Every Morning", Sugar Ray
- "Nobody's Supposed to Be Here", Deborah Cox
- "Livin' la Vida Loca", Ricky Martin
- "Where My Girls At?", 702
- "If You Had My Love", Jennifer Lopez
- "Slide", Goo Goo Dolls
- "Have You Ever?", Brandy
- "I Want It That Way", Backstreet Boys
- "I'm Your Angel", R. Kelly and Céline Dion
- "All Star", Smash Mouth
- "Angel", Sarah McLachlan
- "Smooth", Santana featuring Rob Thomas
- "Unpretty", TLC
More of the biggest hits of 1999 (21 to 40)
- "Bills, Bills, Bills", Destiny's Child
- "Save Tonight", Eagle-Eye Cherry
- "Last Kiss", Pearl Jam
- "Fortunate", Maxwell
- "All I Have to Give", Backstreet Boys
- "Bailamos", Enrique Iglesias
- "What's It Gonna Be?!", Busta Rhymes featuring Janet
- "What It's Like", Everlast
- "Fly Away", Lenny Kravitz
- "Someday", Sugar Ray
- "Lately", Divine
- "That Don't Impress Me Much", Shania Twain
- "Wild Wild West", Will Smith featuring Dru Hill and Kool Moe Dee
- "Scar Tissue", Red Hot Chili Peppers
- "Heartbreaker", Mariah Carey featuring Jay-Z
- "I Still Believe", Mariah Carey
- "The Hardest Thing", 98 Degrees
- "Summer Girls", LFO
- "Can I Get A...", Jay-Z featuring Amil and Ja Rule
- "Jumper", Third Eye Blind
The teen pop boom
1999 was the peak of teen pop. Britney Spears opened the year at number one with her debut, Christina Aguilera followed with "Genie in a Bottle", and the Backstreet Boys' "I Want It That Way" became one of the defining songs of the decade, with 98 Degrees and LFO close behind. MTV's Total Request Live turned the countdown into a daily event for fans.
The Latin pop explosion
After Ricky Martin's show-stopping performance of "The Cup of Life" at the Grammys in February 1999, "Livin' la Vida Loca" went to number one and opened the door for a wave of Latin stars in English-language pop. Jennifer Lopez, Enrique Iglesias and Marc Anthony all scored big hits that year, and Santana's "Smooth", with Rob Thomas of Matchbox Twenty, closed the year at number one. For more, see our Spanish love songs.
Believe and Smooth
Cher's "Believe" was the first huge hit to use Auto-Tune as an obvious vocal effect, a sound so new that producers nicknamed it the Cher effect. "Smooth" became one of the longest-running number ones of its era, and Santana's album Supernatural won eight Grammys in one night, including Album of the Year, while "Smooth" took Record and Song of the Year.
R&B, rock and the end of the decade
TLC's FanMail and Destiny's Child's "Bills, Bills, Bills" kept R&B at the top, "Heartbreaker" gave Mariah Carey a number one in every year of the 90s, and Whitney Houston returned with "Heartbreak Hotel". On the rock side, Sugar Ray, Smash Mouth, Goo Goo Dolls and Third Eye Blind ruled radio, and Pearl Jam's cover of "Last Kiss", released to raise money for refugees from Kosovo, became their biggest single. For more, see our Pearl Jam songs and 90s female singers.
Movie and TV songs of 1999
Sixpence None the Richer's "Kiss Me" became a hit after appearing in the teen film She's All That and on Dawson's Creek, Will Smith turned his summer blockbuster into a number one with "Wild Wild West", and Enrique Iglesias' "Bailamos" came from the same film's soundtrack. Sarah McLachlan's "Angel", from City of Angels, became one of the most played ballads of the year.
Napster and the end of an era
1999 was also the last great year of the CD. Napster launched that June, letting fans share songs online for free, and within a few years downloads and then streaming changed how hits were made and measured. For many listeners, the songs on this list are the last ones they bought on a shiny new disc.
Songs of 1999 for a party or an anniversary
For a throwback party, "...Baby One More Time", "I Want It That Way", "Livin' la Vida Loca", "No Scrubs", "All Star" and "Believe" are guaranteed singalongs. For a 1999 wedding anniversary, "Kiss Me", "I Want It That Way", "Angel of Mine" and "Smooth" bring back the year. For more, see our 90s wedding songs.
Top songs of other years
For more year-by-year hits, see our top songs of 1985, 1991, 1993, 2002, 2004, 2005, 2012 and 2013.
A song as unforgettable as 1999
Every year has its soundtrack, and so does every love story. A personalized song can bring back the year you met, married or welcomed a child: their name, your memories and a sound inspired by the late 90s. It makes a great gift for an anniversary or a milestone birthday.
How to create a personalized song
- Choose a style from 14 genres: pop, R&B, Latin and more.
- Add their name.
- Share three memories or details about them.
- Review the lyrics and edit or regenerate them for free before any music is made.
- Listen to 4 free 45-second previews and choose your favorite.
The full 3 to 4 minute song costs $35.99, or $40.99 for Premium with four full versions and editable lyrics. You get the MP3, a gift page and the lyrics as a PDF.
Give them a song of their own: create a song and hear four previews for free.
Everything you want to know
What was the number one song of 1999?
"Believe" by Cher was Billboard's number one song of 1999, ahead of "No Scrubs" by TLC and "Angel of Mine" by Monica.
How many number one songs were there in 1999?
Fifteen songs were number one on the Billboard Hot 100 during 1999, from "I'm Your Angel" to "Smooth". TLC was the only act with two, "No Scrubs" and "Unpretty".
What was the longest number one of 1999?
"Smooth" by Santana featuring Rob Thomas spent ten weeks at number one in 1999 and two more in 2000, twelve weeks in total.
Can I get a personalized song for a 1999 anniversary?
Yes. With Cantarova you add names and a few memories, choose pop, R&B, Latin or another style, review the lyrics and listen to 4 free previews. The full song is ready within minutes.
Why people choose Cantarova
- Because the year you met deserves a song of its own.
- Because it is ready within minutes, in time for the anniversary.
- Because you hear 4 free previews before you pay.