Ranked List of Cameron Diaz’s 20 Best Movies

Warning: This article discusses sensitive topics including suicide and terminal illnesses.

Celebrating Cameron Diaz: A Journey Through Her Most Memorable Films

Cameron Diaz has captivated audiences with her remarkable talent across a diverse range of films over her extensive career. From her breakout role in the comedic classic The Mask at just 21 to her recent foray into remakes like Will Gluck’s Annie, Diaz remains a prominent figure in Hollywood. After briefly stepping away from acting, her return has fans buzzing with excitement as they reminisce about her memorable roles from the ’90s to the present.

Diaz’s return to the screen is already underway with her upcoming appearances in Apple TV’s Outcome, opposite Keanu Reeves, as well as reprising her iconic voice role as Princess Fiona in the fifth installment of the beloved Shrek franchise. While she is mainly recognized for her work in romantic comedies, Diaz has also undertaken roles that delve into deeper, more dramatic territory. Here’s a look at some of her finest films, highlighting her skills and versatility as an actress.

20. Back In Action (2025)

As Emily

In the Netflix original film Back In Action, Diaz makes a triumphant comeback alongside Jamie Foxx, playing two international spies. This dynamic couple seeks a quieter life after marriage, but their past swiftly haunts them, forcing them back into action. Although the concept of spies balancing personal and professional lives is familiar, Diaz and Foxx’s chemistry elevates the narrative, showcasing her comedic and action chops.

19. The Box (2009)

As Norma Lewis

Often overlooked, The Box presents an ethical quandary when a financially troubled couple, played by Diaz and James Marsden, faces a moral decision involving a mysterious box that holds a deadly proposition. While the film’s intricate mythology may falter, Diaz’s portrayal of Norma—defined by desperation rather than evil—offers a profound emotional anchor to the story.

18. The Counselor (2013)

As Malkina

Even amidst mixed reviews, The Counselor, helmed by acclaimed director Ridley Scott, has gained recognition over the years for its intricate storytelling. Diaz portrays Malkina, a femme fatale entangled with a drug dealer, delivering a striking performance that maintains an air of intrigue despite initial doubts about her casting.

17. Bad Teacher (2011)

As Elizabeth Halsey

Stepping away from her usual likable roles, Diaz stars as the morally ambiguous Elizabeth Halsey in Bad Teacher. Her comedic timing shines as she embraces the character’s flawed nature while navigating the chaos of her unorthodox teaching methods and misguided romantic pursuits, providing an uproarious take on the classic ‘bad influence’ trope.

16. Very Bad Things (1998)

Role: Laura Garrety

In the dark comedy Very Bad Things, Diaz plays Laura Garrety, whose upcoming wedding is marred by an unexpected and fictional accident during a bachelor party. As the tension escalates and humor intertwines with tragedy, Diaz’s keen delivery highlights the absurdities of the characters’ predicaments.

15. Any Given Sunday (1999)

Role: Christina Pagniacci

Oliver Stone’s Any Given Sunday takes a closer look at the competitive realm of professional football, with Diaz anchoring the chaotic narrative as the assertive team owner Christina Pagniacci. Her undeniable chemistry with co-stars Al Pacino and Jamie Foxx makes for an engaging addition to this sports drama.

14. In Her Shoes (2005)

Role: Maggie

This intimate drama explores the complexity of sisterhood with Diaz playing the vulnerable Maggie. The film showcases Diaz’s ability to portray nuanced characters and emotional depth, standing out alongside Toni Collette in this heartfelt narrative.

13. Knight And Day (2010)

Role: June Havens

Teaming up with Tom Cruise in Knight and Day, Diaz’s character, June Havens, finds herself in a whirlwind of action, romance, and humor. Although the film initially received mixed reviews, its charm has grown over time, allowing Diaz’s comedic talents to shine in this adventurous storyline.

12. Gangs Of New York (2002)

Role: Jenny Everdeane

Cameron Diaz’s collaboration with Martin Scorsese in Gangs of New York shines through in her portrayal of Jenny, a woman navigating a world of violence and betrayal in 19th-century New York. Diaz earned a Golden Globe nomination for her compelling performance within this ambitious historical drama.

11. What Happens In Vegas (2008)

Role: Joy McNally

Though not a critical darling, What Happens in Vegas remains memorable as Diaz’s character, Joy McNally, navigates a whirlwind marriage and a quest to claim a jackpot. Her dynamic with co-star Ashton Kutcher enhances the film’s appeal, highlighting her ability to connect with audiences even in a less favorable narrative.

10. My Best Friend’s Wedding (1997)

Role: Kimmy Wallace

Diaz shines in My Best Friend’s Wedding as Kimmy Wallace, embodying the sweet and innocent antagonist of Julia Roberts’ character. Her comedic prowess is evident, particularly in humorous moments that showcase her talent for eliciting both empathy and laughter in viewers.

9. Charlie’s Angels (2000)

Role: Natalie Cook

As Natalie Cook in the Charlie’s Angels franchise, Diaz joins forces with Drew Barrymore and Lucy Liu, delivering thrilling fight scenes and showcasing her action star potential in this reboot of the classic series.

8. The Mask (1994)

Role: Tina Carlyle

Diaz’s breakout role as Tina Carlyle in The Mask introduced her to audiences with a performance marked by charisma and charm. Her chemistry with Jim Carrey remains a highlight of this iconic comedy, solidifying her place in cinematic history.

7. The Holiday (2006)

Role: Amanda Woods

In the beloved holiday classic The Holiday, Diaz portrays Amanda, a woman seeking solace from heartbreak. Her comedic adventures in England blend perfectly with moments of sincere romance, illustrating her range as both a comedic and dramatic actress.

6. Shrek (2001)

Role: Princess Fiona

One of Diaz’s most beloved roles is that of Princess Fiona in the Shrek series. Her voice performance breathes life into Fiona, offering a fresh take on the fairy tale princess stereotype while showcasing her comedic talent.

5. Vanilla Sky (2001)

Role: Julianna “Julie”Gianni

Despite a smaller role in Vanilla Sky, Diaz’s portrayal of Julie is pivotal, leading to major plot developments. Her performances capture complex emotional moments that resonate strongly with viewers.

4. My Sister’s Keeper (2009)

Role: Sara Fitzgerald

Demonstrating her talent for dramatic roles, Diaz delivers an emotionally charged performance in My Sister’s Keeper as Sara Fitzgerald, a mother grappling with profound moral dilemmas surrounding her ailing daughter. Her powerful portrayal anchors the film’s heavy themes and ethical questions.

3. Shrek 2 (2004)

As Princess Fiona

In Shrek 2, Diaz reprises her role as Princess Fiona, further developing her character against a backdrop of humor and conflict. This sequel is regarded as one of the finest in animated film history, continuing Fiona’s growth and providing ample comedic moments.

2. There’s Something About Mary (1998)

Role: Mary Jensen

Diaz earned her first Golden Globe nomination for her memorable performance as Mary Jensen in There’s Something About Mary. Her character’s quirky charm and the film’s iconic comedic moments, including the hilarious hair gel incident, have left a lasting impact on the genre.

1. Being John Malkovich (1999)

Role: Lotte Schwartz

Arguably Diaz’s finest performance resides in Being John Malkovich, where her captivating portrayal of Lotte Schwartz showcases her range as she navigates existential themes and identity crises. This role not only earned her critical acclaim but marked a defining moment in her career, solidifying her status as a versatile and talented actress.

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