Every Number One Song in 1999 in Pop Music in Tunetimeline® Chronological Order

1999 included number one songs by The Offspring, Cher, Sarah McLachlan, Monica, Sugar Ray, Joey McIntyre, TLC, Sixpence None The Richer, 98 Degrees, 'NSYNC, Ricky Martin, Backstreet Boys, Jennifer Lopez, Will Smith, Dru Hill, Kool Moe Dee, L.F.O., Smash Mouth, Christina Aguilera, Destiny's Child, Enrique Iglesias, 98 Degrees, Gloria Estefan, Santana, Rob Thomas, Mariah Carey, Jay-Z, Britney Spears, Brian McKnight, Jennifer Lopez, Jessica Simpson, Savage Garden, Eiffel 65, and Christina Aguilera.

Tunecaster® presents this EVERY NUMBER ONE SONG IN 1999 chronological discography. Hear music samples by clicking on the speaker icons. See the pop or rock top 20 where a song peaked by clicking on an underlined peak. See all Weekly Top 20 Countdowns for 1980s pop, 1980s rock, 1990s pop, and 1990s rock. Find an artist discography. View the Tunecaster homepage. Search the site for something more specific at the bottom of this page.

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early play

peak play

hear

US

NY

Rock

#

title

artist

Oct 1998

Jan 1999

1

1

1

Pretty Fly (For A White Guy)

The Offspring

Dec 1998

Jan 1999

1

1

2

Believe

Cher

Nov 1998

Feb 1999

4

1

3

Angel

Sarah McLachlan

Dec 1998

Feb 1999

1

1

4

Angel Of Mine

Monica

Jan 1999

Mar 1999

3

1

1

5

Every Morning

Sugar Ray

Feb 1999

Mar 1999

10

1

6

Stay The Same

Joey McIntyre

Feb 1999

Mar 1999

1

1

7

No Scrubs

TLC

Dec 1998

Apr 1999

2

1

8

Kiss Me

Sixpence None The Richer

Feb 1999

Apr 1999

5

1

9

The Hardest Thing

98 Degrees

Mar 1999

Apr 1999

1

10

I Drive Myself Crazy

'NSYNC

Apr 1999

May 1999

1

1

11

Livin' La Vida Loca

Ricky Martin

Apr 1999

May 1999

6

1

12

I Want It That Way

Backstreet Boys

May 1999

Jun 1999

1

1

13

If You Had My Love

Jennifer Lopez

May 1999

Jun 1999

1

1

14

Wild Wild West

Will Smith Featuring Dru Hill And Kool Moe Dee

Jun 1999

Jul 1999

3

1

15

Summer Girls

L.F.O.

May 1999

Jul 1999

4

1

1

16

All Star

Smash Mouth

Jul 1999

Jul 1999

1

1

17

Genie In A Bottle

Christina Aguilera

Jun 1999

Aug 1999

1

2

18

Bills, Bills, Bills

Destiny's Child

Jun 1999

Aug 1999

1

1

19

Bailamos

Enrique Iglesias

Jul 1999

Aug 1999

13

1

20

I Do (Cherish You)

98 Degrees

Jul 1999

Sep 1999

2

1

21

Music Of My Heart

'NSYNC & Gloria Estefan

Jun 1999

Sep 1999

1

1

22

Unpretty

TLC

Aug 1999

Sep 1999

1

1

10

23

Smooth

Live Featuring Tricky

Aug 1999

Oct 1999

1

1

24

Heartbreaker

Mariah Carey Featuring Jay-Z

Aug 1999

Oct 1999

10

1

25

(You Drive Me) Crazy

Britney Spears

Sep 1999

Nov 1999

2

1

26

Back At One

Brian McKnight

Sep 1999

Nov 1999

8

1

27

Waiting For Tonight

Jennifer Lopez

Oct 1999

Nov 1999

3

1

28

I Wanna Love You Forever

Jessica Simpson

Oct 1999

Dec 1999

1

1

29

I Knew I Loved You

Savage Garden

Nov 1999

Dec 1999

5

1

30

Blue (Da Ba Dee)