Billboard Year-End Hot 100 Songs of 1999
- Believe by Cher
- No Scrubs by TLC
- Angel of Mine by Monica
- Heartbreak Hotel by Whitney Houston
- ...Baby One More Time by Britney Spears
- Kiss Me by Sixpence None the Richer
- Genie in a Bottle by Christina Aguilera
- Every Morning by Sugar Ray
- Nobody’s Supposed To Be Here by Deborah Cox
- Livin’ la Vida Loca by Ricky Martin
- Where My Girls At? (Remix) by 702
- If You Had My Love by Jennifer Lopez
- Slide by The Goo Goo Dolls
- Have You Ever? by Brandy
- I Want It That Way by Backstreet Boys
- I’m Your Angel by Céline Dion
- All Star by Smash Mouth
- Angel by Sarah McLachlan
- Smooth by Santana
- Unpretty by TLC
- Bills, Bills, Bills by Destiny’s Child
- Save Tonight by Eagle-Eye Cherry
- Last Kiss by Pearl Jam
- Fortunate by Maxwell
- All I Have To Give by Backstreet Boys
- Bailamos by Enrique Iglesias
- What’s It Gonna Be?! by Busta Rhymes
- What It's Like by Everlast
- Fly Away by Lenny Kravitz
- Someday by Sugar Ray
- Lately by Divine
- That Don’t Impress Me Much by Shania Twain
- Wild Wild West by Will Smith
- Scar Tissue by Red Hot Chili Peppers
- Heartbreaker by Mariah Carey
- I Still Believe by Mariah Carey
- The Hardest Thing by 98 Degrees
- Summer Girls by LFO
- Can I Get A… by JAY-Z
- Jumper by Third Eye Blind
- Doo Wop (That Thing) by Lauryn Hill
- Mambo No. 5 by Lou Bega
- Sweet Lady by Tyrese
- It’s Not Right, But It’s Okay by Whitney Houston
- (God Must Have Spent) A Little More Time on You by *NSYNC
- Lullaby by Shawn Mullins
- Anywhere by 112 featuring Lil Zane
- Tell Me It’s Real by K-Ci & JoJo
- Back 2 Good by Matchbox Twenty
- 808 by Blaque
- She's So High by Tal Bachman
- She’s All I Ever Had by Ricky Martin
- Miami by Will Smith
- Hands by Jewel
- Who Dat by JT Money featuring Solé
- Please Remember Me by Tim McGraw
- From This Moment On by Shania Twain
- Love Like This by Faith Evans
- You by Jesse Powell
- Trippin’ by Total
- If You by Silk
- Ex-Factor by Lauryn Hill
- Give It to You by Jordan Knight
- Black Balloon by The Goo Goo Dolls
- Spend My Life with You by Eric Benét featuring Tamia
- These Are The Times by Dru Hill
- I Don't Want to Miss a Thing by Mark Chesnutt
- I Do (Cherish You) by 98°
- Because of You by 98 Degrees
- I Will Remember You by Sarah McLachlan
- Chanté's Got a Man by Chanté Moore
- Happily Ever After by Case
- My Love is Your Love by Whitney Houston
- All Night Long by Faith Evans
- Back That Azz Up by Juvenile
- Almost Doesn’t Count (DJ Premier Mix) by Brandy
- Man! I Feel like a Woman! by Shania Twain
- Steal My Sunshine by Len
- I Need to Know by Marc Anthony
- So Anxious by Ginuwine
- Faded Pictures by Case featuring Joe
- Back at One by Brian McKnight
- When a Woman’s Fed Up by R. Kelly
- How Forever Feels by Kenny Chesney
- Amazed by Lonestar
- Sometimes by Britney Spears
- Ghetto Cowboy by Mo Thugs
- Out of My Head by Fastball
- Hard Knock Life (Ghetto Anthem) by JAY-Z
- Jamboree by Naughty by Nature featuring Zhané
- Take Me There by Blackstreet featuring Mýa, Mase and Blinky Blink
- Stay the Same by Joey McIntyre
- A Lesson in Leavin' by Jo Dee Messina
- Iris by The Goo Goo Dolls
- Satisfy You by Diddy
- Better Days (And the Bottom Drops Out) by Citizen King
- Music of My Heart by 'N Sync and Gloria Estefan
- Write This Down by George Strait
- When You Believe by Whitney Houston and Mariah Carey
- (God Must Have Spent) A Little More Time on You by Alabama and 'N Sync