1999

• Premios AOL
  • Mejor Artista Nuevo
• Premios Billboard
  • Artista del Año
  • Artista Femenina del Año
  • Álbum del Artista del Año
  • Mejor Artista Nuevo
• Premios Bravo Gold
  • Mejor Vocalista Femenina Internacional
• Premios Capital FM Londres
  • Artista Femenina Internacional Favorita de Londres
• Premios Echo
  • Mejor Artista Femenina Internacional
• Premios Europa
  • Most Fanciable Female
  • Mejor Bailarina
  • Mejor Cabellera Femenina
• Premios Disco de Oro
  • Mejor Nuevo Artista Internacional
• Premios Golden Bravo Otto
  • Mejor Artista Gustado de 1999
• Hollywood Reporter
  • Mejor Artista Femenina
  • Nuevo Artista de 1999
• France Mellier M6 Awards
  • Mejor video por "...Baby One More Time"
• MTV Europe Music Awards
  • Mejor Canción por "...Baby One More Time"
  • Mejor Actuación Pop
  • Mejor Artista Solista Femenina
  • Best Breakthrough Act
• Much Music Awards
  • Best International Artist
• Music Week Awards
  • Highest Selling Singles Artist in the UK for "...Baby One More Time"
• Premios Amigos (Spain)
  • Best International Artist
• Popcorn Awards
  • Best International Artist
• Austria Rennbarn Express Awards
  • Best New Artist
• Rockbear Awards from Aftonbladett (Sweden)
  • Best New Artist
• Spanish Premios Amigo Awards
  • Best International Female
• Smash Hits Poll Winner
  • Best Female Solo Artist
  • Best Dressed Female
  • Most Fanciable Female
  • Best Dancer
  • Best Female Hair
• Teen Choice Awards
  • Choice Single "...Baby One More Time"
• Holland TMF Awards
  • Best Newcomer
• Indonesia Magazine Music Awards
  • Best New Artist - Baby One More Time (*tied wth Westlife)
  • Best Female - Baby One More Time
  • Best Pop Song - Baby One More Time
  • Best Song - Baby One More Time (*tied with Backstreet Boys' I Want It That Way)
  • Best Dance - (You Drive Me) Crazy
  • Best Video - Baby One More Time
  • Trendsetter Of The Year (special award)

2000

• American Music Awards
  • Favorite Pop/Rock New Artist
• Billboard Awards
  • Album Artist of 2000
  • World-Record Breaker Of 2000 For "Oops!... I Did It Again"
• Germany Bravo Gold Awards
  • Best International Female Vocalist
• Bravo Supershow Awards
  • Best Female Artist
• UK Capital 95.8 FM London Awards
  • Best International Female Artist
• Dansk Grammy Award
  • Best International New Artist
• Canadian Juno Awards
  • Best-Selling Album (...Baby One More Time)
• Nickelodeon Kids Choice Awards
  • Favourite Female Singer
• Europe NRJ Radio Awards
  • Best International Female Artist
• People's Choice awards
  • Best International Artist
• Smash Hits Poll Winners
  • Best Dressed Female
  • Best Female
  • Best Female Haircut
  • Best Dancer In Pop Music
  • Most Fanciable Female
• Teen Choice Awards
  • Choice Female Artist
  • Choice Hottie Female
• TMF Music Awards
  • Best Foreign Female
  • Best Newcomer
• World Music Awards
  • World's best selling Pop Female Artist
• Indonesia Magazine Music Awards
  • Best Female - Oops..! I Did It Again
  • Best Song - Oops..! I Did It Again **Best Pop Song - Oops..! I Did It Again
  • Best Album - Oops..! I Did It Again
  • Artist Of the Year
• Yahoo!
  • Top Searched Artist of the year

2001

• Blockbuster Entertainment Awards
  • Favorite Pop Female Artist
• Echo Awards (Germany)
  • Best Female Artist
• J-14 Awards
  • Best Tattoo
  • Best Piercing
• Nickelodeon's Choice Awards
  • Favorite Female Singer
• Rolling Stone Magazine Awards
  • Artist of the Year
• Smash Hit Awards
  • Best Female Artist
• Pepsi Awards
  • Peoples Choice for Best Female
• Premios Mixup
  • Favourite Female Artist
• Teen Choice Awards
  • Choice Hottie Female
• VH1 Awards
  • Best Bellybutton Appearance
• World Music Awards
  • World's best-selling Pop Female Artist
  • World's best-selling Dance Female Artist
• Indonesia Magazine Music Awards
  • Best Female - Lucky
  • Best Pop Song - Lucky
  • Best Dance - Stronger
  • Artist Of the Year
• Yahoo!
  • Top Searched Artist of the year

2002

• Barbie Award
  • Barbie Girl
• Cosmopolitan Magazine
  • Fun, Fearless Female Of The Year
• MTV Asia Awards
  • Best international female artist
• Neil Bogart Memorial Fund
  • Children's Choice Award
• Popstar Magazine
  • Poptastic Female Singer
• Rolling Stone Magazine Award
  • Best Dressed Female
  • Best Female artist,
• Teen Choice Awards
  • Choice Female Artist
  • Choice Hottie Female
• Indonesia Magazine Music Awards
  • Best Female - I'm a Slave 4 U
  • Best Dance - I'm a Slave 4 U
  • Hottest Video - I'm a Slave 4 U (special award)
• Yahoo!
  • Top Searched Artist of the year

2003

• Hollywood Life Magazine
  • The 10 Most Toned in a new Hollywood
• Japan Golden Disc Awards
  • Best International New Artist
  • Best International Music Video ("I'm Not A Girl, Not Yet A Woman")
• Glamour Magazine UK
  • Woman Of The Year
• Golden Music Awards
  • Best International Video for "I'm Not a Girl, Not Yet a Woman"
• Popstar Magazine
  • Poptastic Female Singer
• TRL Awards
  • First Lady Award
• Indonesia Magazine Music Awards
  • Best Pop Song - I'm Not A Girl, Not Yet A Woman
  • Best Dance - Overprotected
• Yahoo!
  • Top Searched Artist of the year

2004

• Billboard Awards
  • Best-selling Dance Single of the Year- Me Against the Music
• Brasil Music Award
  • Best International Female Artist
• UK Ivor Novello Award
  • Most Performed Work ("Toxic")
• MTV Europe Music Awards
  • Best Female Artist of the Year
• Nickelodeon Kids Choice Awards
  • Choice Song: Toxic
• Popstar Magazine
  • Popastic Video Right Now (Toxic)
• Rockbear Awards
  • Critics' Choice Best Video of the Year ("My Prerogative")
• Teen Choice Awards
  • Choice Single ("Toxic")
• Holland TMF Awards
  • Gridlock Award
• TRL Awards
  • Gridlock Award
• Indonesia Magazine Music Awards
  • Best Female Artist - Me Against The Music
  • Best Dance - Me Against The Music
  • Best Collaboration - Me Against The Music (with Madonna)
  • Best Style in a Video - Me Against The Music (special award)
• Yahoo!
  • Top Searched Artist of the year

2005

• Premios BMI Cable
  • Mejor Canción como Tema de Televisión ("Follow Me" de Zoey 101)
• Premios Golden Music
  • Video musical del Año - "Toxic"
  • Álbum Rock/Pop del Año - Greatest Hits: My Prerogative
• Premios Groovevolt
  • Video del Año: "Toxic"
  • Mejor Álbum Femenino - In the Zone
  • Mejor Performance de una Canción por una Artista Femenina - "Everytime"
  • Principal Artista a la Moda
• Premios Grammy
  • Mejor Record Bailable - "Toxic"
• Indonesia Magazine Music Awards
  • Mejor Canción Pop - "Everytime"
  • Best Dance - Toxic
  • Mejor Video - "Everytime"
  • Artista del Año
  • Mujer Más Caliente del Año (Premio Especial)
• Yahoo!
  • Top Búsqueda Artista del Año

2006

• Premios Teen Choice
  • Mejor Cantante Femenina (En Israel)
• Premios Magazine Music de Indonesia
  • Mejor Canción Pop - "Someday (I Will Understand)"
  • Mejor Pista/Canción No Lanzada - "I've Just Begun (Having My Fun)"
• Premios VH1 Big en '06
  • Gran Madre
• Covina 06' Awards
  • Mejor Artista Femenina
  • Mejor Canción Pop - "Someday (I Will Understand)"
• Yahoo!
  • Top Búsquedas Artista del Año