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

2005

BMI Cable Awards
- Best Television Theme Song "Follow Me" [Zoey 101]

Golden Music Awards
- Music Video of the Year "Toxic"
- Rock/Pop Album of the Year "Greatest Hits: My Prerogative"

Groovevolt Awards
- Video of the Year "Toxic"
- Best Female Album "In The Zone"
- Best Song Performance by a Female Artist "Everytime"
- Most Fashionable Artist

Grammy Awards
- Best Dance Recording "Toxic"

Yahoo!
- Top Searched Artist of the Year

2006

Covina 06' Awards
- Best Female Artist
- Best Pop Song "Someday (I Will Understand)"

Yahoo!
- Top Searched Artist of the Year

Israel Teen Choice Awards
- Best female singer

2007

Billboard Music Poll
- Best Album of 2007 "Blackout"

Yahoo!
- Best New Sexy Sound
- Top Searched Artist of the Year

USA Today's Celebrity Heat Index
- Most Talked - About Celebrity

2008

Hit Music Awards
- Best International Album "Blackout"
- Best Song "Gimme More"

Shockwaves NME Awards 2008
- Worst Album "Blackout"

Imperio Music Awards
- Best Album
- Best Female Video "Gimme More"
- Sexiest Video "Gimme More"

MTV Video Music Awards
- Video of the Year "Piece of Me"
- Best Female Video "Piece of Me"
- Best Pop Video "Piece of Me"

MTV Europe Music Awards
- Album of the Year "Blackout"
- Best Act of 2008

NRJ Music Awards
- Best International Album "Blackout"

Cosmopolitan Ultimate Women of the Year Awards
- Ultimate Comeback Queen

Guinness World Record
- Most Searched Person

Total Finale Live
- Most iconic video of the past TRL decade "...Baby One More Time"
- Queen of TRL

Bambi Awards (Germany)
- Best International Pop Star

Fuse TV
- Best Video of 2008 "Womanizer" [Viewers' Choice]

Playboy Magazine
- Sexiest Commercial Ever "Curious"

Viva Spezial Pop Queen of 2008 (Germany)
- Pop Queen of 2008

German GQ's Top Woman
- Top Woman of the Year - Currently 1st

AOL's 2008 Year End Hottest Searches
- Top Searched Celebrity

Yahoo!
- Most Searched Person of the Year

MTV
- Best Music Video of 2008 "Womanizer" [Viewers' Choice]
- Top Artist of 2008

Billboard Readers' Poll
- Best Album of 2008 "Circus"

IFPI Switzerland Top 100 Albums of 2008
- Best Album of 2008 "Circus"

Entertainment Tonight
- ET Hottest Coverage of 2008

People Magazine
- Most Talked - About Star
- Best Comeback

The Perezzies
- Most Improved

inMusic Awards 2008 (Canada)
- Best Music Video
- Zune Best Artist

OK! Magazine
- OK!'s Hottest Body of 2009

All Headline News
- Top Song of 2008 "Womanizer"

USA Today's Celebrity Heat Index
- Most Talked - About Celebrity

Ultimate Diva Awards
- Pop Princess of The Decade (1998-2008)"

2009

Hello Magazine - Grand Finale 2008
- Most Attractive Woman

NRJ Music Awards
- Female International Artist of the Year
- Video of the Year "Womanizer"

2008 Popjustice Readers' Poll
- Best Single "Womanizer"
- Best Comeback
- Best X Factor Performance

Playboy Magazine
- Sexiest Music Video "Womanizer"

MTV Australia Awards 2009
- Best Moves "Circus"

Bravo A List Awards
- A-List Artist of the Year
- A-List Album " Circus "
- A-List Download "Circus"

Forbes Magazine
- #13 Forbes' 2009 Celebrity 100 list

NewNowNext-Awards
- Always Now, Forever Next Award

Teen Choice Awards
- Choice Song, "Circus"
- Choice Female Singer
- Choice Tour "The Circus: Starring Britney Spears"

OK! Magazine
- #1 Top Celebrity Body of 2009