The year 1999 was a pivotal moment in music history, showcasing a mix of pop, rock, and R&B hits that have left a lasting impact.
As we countdown from 20 to 1, let’s revisit these iconic tracks that defined the musical landscape of the late 90s.
Each song on this list not only topped the charts but also captured the hearts of listeners around the world.
20. “Unpretty” – TLC
TLC’s “Unpretty” struck a chord with many for its empowering message about self-esteem and inner beauty. Released in 1999 from their album “FanMail,” the song blends R&B rhythms with thoughtful lyrics.
Its message encourages listeners to look beyond superficial appearances, resonating particularly with young women. The music video further emphasized these themes with powerful visuals.
With its catchy melody and meaningful content, “Unpretty” became an anthem for those seeking self-acceptance in a world focused on external looks. This track remains a testament to TLC’s ability to create music that is both entertaining and socially conscious.
19. “Smooth” – Santana feat. Rob Thomas
“Smooth” by Santana featuring Rob Thomas became one of 1999’s biggest hits, merging rock with Latin influences. The collaboration brought together Santana’s legendary guitar skills with Thomas’s distinctive vocals, resulting in a track that captivated audiences worldwide.
Its infectious beat and memorable chorus made it a favorite at parties and radio stations alike. The song’s success not only revitalized Santana’s career but also introduced a new generation to his music.
With its timeless appeal, “Smooth” continues to be celebrated as a classic that bridges different musical genres and generations.
18. “Angel” – Sarah McLachlan
Sarah McLachlan’s “Angel” is a hauntingly beautiful song that showcases her ethereal voice and emotional depth. Released in 1999, it gained widespread acclaim for its heartfelt lyrics and soothing melody.
The song addresses themes of hope and redemption, offering comfort to those in pain. Known for its association with charitable causes and emotional moments, “Angel” has been a source of solace for many.
McLachlan’s ability to convey deep emotion through her music is evident in every note of this stunning ballad, making it a timeless piece that continues to move listeners.
17. “All Star” – Smash Mouth
Smash Mouth’s “All Star” is the quintessential feel-good anthem of 1999, known for its upbeat tempo and catchy lyrics. The song’s lively energy and positive message about self-confidence and seizing the day resonated with a wide audience.
Its inclusion in popular movies and commercials further cemented its status as a cultural phenomenon. The playful, tongue-in-cheek lyrics combined with a memorable melody made “All Star” a hit across various age groups.
Even years later, it remains a beloved track that brings smiles and inspires listeners to embrace their inner star.
16. “I’m Your Angel” – R. Kelly & Celine Dion
“I’m Your Angel,” a duet by R. Kelly and Celine Dion, is a touching ballad that climbed the charts in 1999. The song beautifully blends their unique vocal styles, creating an emotional experience that resonates with listeners.
Its lyrics offer reassurance and comfort, portraying a message of unwavering support and friendship. This powerful collaboration between two iconic artists resulted in a track that transcends the typical love song.
Its enduring appeal is a testament to the emotional connection it fosters, making it a favorite for weddings and special occasions even today.
15. “I Want It That Way” – Backstreet Boys
“I Want It That Way” by the Backstreet Boys became an instant classic in 1999, capturing the essence of late 90s pop music. Its memorable melody and heartfelt lyrics about love and longing struck a chord with fans around the globe.
The song’s success cemented the Backstreet Boys’ status as pop icons and influenced countless other artists. With its catchy chorus and universal themes, it continues to be a favorite at nostalgic throwback events.
More than just a chart-topping hit, it embodies the joyful spirit and energy of the pop era it helped define.
14. “Have You Ever?” – Brandy
Brandy’s “Have You Ever?” is a soulful ballad that showcases her powerful vocals and emotional range. Released in 1999, the song explores themes of unrequited love and longing, resonating with many who have experienced similar heartache.
Brandy’s heartfelt delivery brings authenticity to the lyrics, making it a relatable and moving track. The song’s success highlighted her talent and solidified her place in the R&B music scene.
“Have You Ever?” continues to be cherished by fans who appreciate its emotional depth and Brandy’s captivating performance.
13. “Slide” – Goo Goo Dolls
The Goo Goo Dolls’ “Slide” is a rock anthem that became a defining hit of 1999. Known for its upbeat tempo and catchy guitar riffs, the song captures the essence of youthful love and independence.
Its lyrics tell a story of overcoming challenges and embracing freedom, resonating with listeners across different walks of life. The band’s energetic performance and relatable message contributed to its lasting popularity.
“Slide” remains a staple in rock playlists, celebrated for its vibrant sound and the sense of liberation it inspires.
12. “If You Had My Love” – Jennifer Lopez
Jennifer Lopez’s debut single “If You Had My Love” marked her transition from acting to music in 1999. The song quickly became a hit, showcasing her vocal talent and charisma. Its catchy beat and themes of love and trust captivated audiences.
The music video, known for its futuristic concept, further propelled its popularity. Lopez’s performance exudes confidence and allure, establishing her as a formidable force in the music industry.
“If You Had My Love” remains a key track in her career, representing her successful crossover and enduring appeal as a pop icon.
11. “Where My Girls At?” – 702
“Where My Girls At?” by 702 is an empowering anthem for women, released in 1999. The song’s catchy hook and sassy lyrics celebrate female camaraderie and independence.
Its upbeat tempo and infectious energy make it a favorite among fans of R&B and pop. The group’s dynamic performance and relatable message resonated with audiences, solidifying their place in the music scene.
“Where My Girls At?” continues to inspire confidence and unity, celebrated for its spirited vibe and the strong sense of empowerment it fosters among listeners.
10. “Livin’ la Vida Loca” – Ricky Martin
Ricky Martin’s “Livin’ la Vida Loca” exploded onto the music scene in 1999, becoming a global sensation. The song’s infectious Latin pop beats and high-energy performance captivated audiences worldwide.
Its catchy chorus and vibrant rhythm make it an irresistible dance anthem, perfect for lively celebrations. Martin’s charismatic stage presence and passionate delivery brought the song to life, sparking the Latin pop music wave.
“Livin’ la Vida Loca” remains a timeless hit, celebrated for its exuberant spirit and the joy it brings to dance floors everywhere.
9. “Nobody’s Supposed to Be Here” – Deborah Cox
Deborah Cox’s “Nobody’s Supposed to Be Here” is a powerful ballad that showcases her incredible vocal prowess. Released in 1999, the song explores themes of unexpected love and vulnerability.
Its soulful melody and heartfelt lyrics resonated with listeners, making it a standout track in R&B. Cox’s emotive delivery and strong vocal range bring depth to the song, capturing the complexity of love and heartbreak.
“Nobody’s Supposed to Be Here” continues to be cherished for its emotional intensity and the raw talent it highlights, marking a high point in Cox’s musical career.
8. “Every Morning” – Sugar Ray
Sugar Ray’s “Every Morning” became a staple of 1999 with its laid-back vibe and catchy tune. The song’s upbeat rhythm and lighthearted lyrics made it a favorite for radio play and summer playlists.
Its themes of love and everyday life resonated with fans, creating a sense of nostalgia and warmth. The band’s relaxed performance style and engaging sound connected with a broad audience.
“Every Morning” remains a beloved track, embodying the carefree spirit of the late 90s and the joy of simple, feel-good music.
7. “Genie in a Bottle” – Christina Aguilera
Christina Aguilera’s “Genie in a Bottle” launched her into pop stardom in 1999. The song’s catchy melody and provocative lyrics captured the attention of audiences worldwide.
Aguilera’s powerful voice and charismatic performance showcased her talent and potential as a rising star. The song’s themes of desire and self-discovery resonated with young listeners, making it an anthem for the millennial generation.
“Genie in a Bottle” continues to be celebrated for its bold sound and the significant impact it had in shaping Aguilera’s successful music career.
6. “Kiss Me” – Sixpence None the Richer
Sixpence None the Richer’s “Kiss Me” became a beloved hit in 1999, recognized for its sweet melody and romantic lyrics. The song’s gentle rhythm and heartfelt message resonated with fans, making it a popular choice for weddings and romantic occasions.
Its association with popular films and TV shows further cemented its place in pop culture. The band’s understated yet charming performance brought the song’s tender sentiment to life.
“Kiss Me” remains a timeless classic, cherished for its ability to evoke feelings of love and nostalgia.
5. “…Baby One More Time” – Britney Spears
Britney Spears’ “…Baby One More Time” became an iconic pop anthem of 1999, marking her breakout into superstardom. The song’s catchy hook and memorable visuals captured the essence of teen pop music.
Spears’ energetic performance and youthful charm resonated with audiences, establishing her as a leading figure in the industry. The song’s themes of love and longing struck a chord with fans, making it a staple of late 90s music culture.
“…Baby One More Time” remains a milestone in pop history, celebrated for its influence and enduring appeal.
4. “Heartbreak Hotel” – Whitney Houston feat. Faith Evans & Kelly Price
“Heartbreak Hotel,” featuring Whitney Houston, Faith Evans, and Kelly Price, is a compelling R&B hit from 1999. The song’s poignant lyrics and soulful harmonies explore themes of love and betrayal, resonating deeply with listeners.
Houston’s powerful voice, combined with Evans and Price’s emotive contributions, creates a rich musical tapestry. The track’s success highlighted the synergy of these talented artists and their ability to convey deep emotion.
“Heartbreak Hotel” continues to be celebrated for its vocal excellence and the strength of its storytelling, marking a high point in late 90s R&B.
3. “Angel of Mine” – Monica
Monica’s “Angel of Mine” is a heartfelt ballad that captivated audiences in 1999. The song’s tender lyrics and soothing melody convey themes of love and devotion, resonating with many who have experienced profound connections.
Monica’s soulful voice and emotional delivery bring authenticity to the track, making it a favorite for romantic occasions. Its success solidified Monica’s place in the music industry as a talented and expressive artist.
“Angel of Mine” remains cherished for its emotional depth and the warmth it brings to listeners, marking a memorable moment in her career.
2. “No Scrubs” – TLC
TLC’s “No Scrubs” is an empowering anthem that dominated the charts in 1999. The song’s catchy hook and bold lyrics reject unworthy suitors, resonating with those seeking genuine connections.
Its upbeat tempo and memorable chorus made it a favorite dance track, celebrated for its confident tone. TLC’s dynamic performance and relatable message struck a chord with listeners, reinforcing their status as trailblazers in the music industry.
“No Scrubs” continues to be a popular choice for its spirited stance on self-worth and the empowerment it offers to its audience.
1. “Believe” – Cher
Cher’s “Believe” was a groundbreaking hit in 1999, known for its innovative use of Auto-Tune and dance-pop sound. The song’s empowering lyrics and infectious beat captured the essence of resilience and self-belief.
Cher’s commanding stage presence and distinctive voice brought the track to life, making it a global sensation. “Believe” not only topped the charts but also influenced a new wave of music production.
Its success affirmed Cher’s status as a music icon and showcased her ability to adapt to changing musical landscapes. The song remains a timeless anthem of empowerment and transformation.