1999

MTV Europe Music Awards
- Best Song ("...Baby One More Time")
- Best Pop Act
- Best Female Solo Artist
- Best Breakthrough Act

Billboard Awards
- Entertainer Of The Year
- Female Artist of the Year
- Female Hot 100 Artist of 1999
- Album Artist of 1999
- New Artist of 1999

Spanish Premios Amigo Awards
- Best International Female

Popcorn Awards
- Best International Artist

Much Music Awards
- Best Female

Gold Disc Awards
- Best International New Artist

Rockbear Awards
- Best New Artist

Hollywood Reporter
- Best female Artist
- New Artist of 1999

Smash Hits Poll Winner
- Best Dressed Female
- Best Female
- Best Female Haircut
- Best Dancer In Pop Music
- Most Fanciable Female

AOL Awards
- Best New Artist

Teen Choice Awards
- Best Female

Rennbarn Express Awards
- Best New Artist

Mellier M6 Awards
- Best Clip: Baby One More Time

Golden Bravo Otto Awards
- Most Liked Artist of 1999

Echo Awards
- Best International Female Artist

Music Week Awards
- Best Song - "Baby One More Time"

2000

Billboard Awards
- Album Artist of 2000
- World-Record Breaker Of 2000 For "Oops!... I Did It Again"

Bravo Supershow Awards
- Best Female Artist

Nickelodeon Kids Choice Awards
- Best Newcomer
- Best Female Artist

People's Choice Awards
- Best International Artist

TMF Music Awards
- Best Foreign Female
- Best Newcomer

World Music Awards
- World's best-selling Pop Female Artist

Smash Hits Poll Winner
- Best Dressed Female
- Best Female
- Best Female Haircut
- Best Dancer In Pop Music
- Most Fanciable Female

American Music Awards
- Best New Artist

Teen Choice Awards
- Best Female
- Female "Hottie"

The London Awards (95.8 Capital FM)
- Best International Female Solo Artist

2001

Echo Awards
- Best Female

World Music Awards
- World's Best-selling Pop Female Artist
- World's Best-selling Dance Female Artist

VH1 Awards
- Best Bellybutton Appearance

Premios Mixup
- Artista Femenina Favorita

Rolling Stone Magazine Awards
- Artist of the year

Nickelodeon Kids Choice Awards
- Favorite Female Artist

Teen Choice Awards
- Female Artist

J-14 Awards
- Mejor Tatuaje
- Mejor Piercing

Smash Hits Poll Winner
- Best Female

2002

MTV Asia Awards
- Best International Female Artist

Teen Choice Awards
- Best Female Artist

Barbie Awards
- Chica Barbie

Rolling Stone Magazine Awards
- Best Dressed Female
- Best Female Artist

Emmy
- Best Direction (Live From Las Vegas)
- Best Special Television (Saturday Night Live)

2003

TRL Awards
- Best Female Artist

Glamour Magazine
- Woman Of The Year

2004

TRL Awards
- Gridlock
- Biggest News Story

TC Awards
- Best Single

Teen Choice Awards
- Choice Single

Emmy Awards
- Outstanding Achievement (In The Zone And Out All Night)

MTV Video Music Awards Latino Américan
- Best International Singer
- Best Single

MTV Russia Awards
- Best International Singer

MTV Europe Music Awards
- Best Female