'My Best Friend's Wedding' (1997) – In 1997's "My Best Friend's Wedding," Roberts' Julianne becomes jealous when her best friend gets engaged. To make matters worse, the bride asks her to be the maid of honor. Julianne sets out to stop the wedding, but Cameron Diaz's Kimberly isn't giving up Michael, played by Dermot Mulroney, without a fight.
'Stepmom' (1998) – Roberts stars opposite Susan Sarandon in 1998's "Stepmom." In the touching dramedy, Sarandon's Jackie isn't a huge fan of her ex-husband's new girlfriend Isabel, played by Roberts.
'Notting Hill' (1999) – "Notting Hill" wasn't too far of a departure for Roberts, who plays a Hollywood actress in the 1999 film. She stars alongside Hugh Grant, who plays a bookshop owner, in the romantic comedy.
'Erin Brockovich' (2000) – "Erin Brockovich" earned Roberts an Academy Award for best actress. In the 2000 film, based on a true story, Roberts plays a single mother who takes a job as a legal clerk and ends up stumbling upon a huge case.
'Ocean's Eleven' (2001) – Roberts appears alongside George Clooney and Brad Pitt in 2001's "Ocean's Eleven." The remake of the 1960 film of the same name went on to gross more than $450 million at the worldwide box office.
'Closer' (2004) – In 2004's "Closer," which earned Natalie Portman and Clive Owen Oscar nominations, Roberts plays Anna, a two-timing photographer.
'Eat Pray Love' (2010) – Based on Elizabeth Gilbert's memoir, Roberts stars alongside Javier Bardem in 2010's "Eat Pray Love." The romantic drama follows Roberts' character as she travels to Italy, India and Bali.