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Casting Society of America, USA
YearResultAwardCategory/Recipient(s)
1999 Nominated Artios Best Casting for Feature Film, Comedy
Marcia Ross
Donna Morong

 
Chicago Film Critics Association Awards
YearResultAwardCategory/Recipient(s)
2000 Won CFCA Award Most Promising Actress
Julia Stiles
Tied with Émilie Dequenne for Rosetta (1999).
 
MTV Movie Awards
YearResultAwardCategory/Recipient(s)
2000 Won MTV Movie Award Breakthrough Female Performance
Julia Stiles

Nominated MTV Movie Award Best Musical Performance
Heath Ledger
For the song "Can't Take My Eyes Off You".
 
Teen Choice Awards
YearResultAwardCategory/Recipient(s)
1999 Nominated Teen Choice Award Film - Breakout Performance
Julia Stiles

Film - Choice Comedy
Film - Funniest Scene
David Krumholtz
A private part is drawn on nerd Michael's face.
Film - Sexiest Love Scene
Julia Stiles
Heath Ledger

Soundtrack of the Year
 
YoungStar Awards
YearResultAwardCategory/Recipient(s)
1999 Nominated YoungStar Award Best Performance by a Young Actor in a Comedy Film
Joseph Gordon-Levitt

Best Performance by a Young Actress in a Comedy Film
Larisa Oleynik

Best Performance by a Young Actress in a Comedy Film
Julia Stiles

 

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