Cameron Diaz – 10 Best Movies

By Vlad Zakh · September 22, 2025

There’s Something About Mary made Cameron Diaz a comedy star almost overnight, and Being John Malkovich the following year showed a much stranger, more ambitious range. Bad Teacher lets her play a gleefully unlikable lead with total commitment, In Her Shoes is a quieter, grounded sister role, The Mask was the breakout, holding her own against Jim Carrey’s chaos, and Gangs of New York puts her in a grittier period register. Shrek, Charlie’s Angels, My Best Friend’s Wedding and Vanilla Sky round out the list.

Bad Teacher (2011)

TMDB ★ 5.7

A lazy, gold-digging teacher schemes to fund breast surgery by any means necessary, including sabotaging a rival.

Directed by Jake Kasdan · 1h 32m · Rated R

Where to watch

Stream: Starz Apple TV channel · Rent: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home, Spectrum On Demand · Buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

In Her Shoes (2005)

TMDB ★ 6.9

Cameron Diaz plays a quieter, more grounded dramatic sister role.

Directed by Curtis Hanson · 2h 10m · Rated PG-13

Where to watch

Rent or buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

The Mask (1994)

TMDB ★ 6.9

Cartoon logic applied to a live-action body, with real commitment.

Directed by Chuck Russell · 1h 41m · Rated PG-13

Where to watch

Rent: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home, Plex · Buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

Gangs of New York (2002)

TMDB ★ 7.5

Cameron Diaz takes a grittier, more period-appropriate register than most of her comedy work.

Directed by Martin Scorsese · 2h 48m · Rated R

Where to watch

Stream: fuboTV, Paramount Plus Premium, Paramount Plus Essential, Paramount+ Amazon Channel, Paramount+ Roku Premium Channel, Starz · Rent: JustWatch TV, Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home · Buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

Shrek (2001)

IMDb ★ 7.9 RT 89% Metacritic 84

A grumpy ogre's swamp is invaded by fairy-tale refugees, forcing him into an unlikely rescue mission.

Directed by Andrew Adamson & Vicky Jenson · 1h 30m · Rated PG

Won 1 Oscar40 wins & 60 nominations

Where to watch

Stream: Peacock Premium, Peacock Premium Plus · Rent or buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

Charlie's Angels (2000)

TMDB ★ 5.9

Cameron Diaz brings breezy action-comedy chemistry with her co-stars.

Directed by McG · 1h 38m · Rated PG-13

Where to watch

Stream: Paramount Plus Premium, Paramount Plus Essential, Paramount+ Amazon Channel, Paramount+ Roku Premium Channel, Sony Pictures Core Amazon Channel · Rent or buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

My Best Friend's Wedding (1997)

IMDb ★ 6.4 RT 75% Metacritic 51

A woman realises she's in love with her best friend just days before his wedding to someone else.

Directed by P.J. Hogan · 1h 45m · Rated PG-13

Nominated for 1 Oscar12 wins & 24 nominations

Where to watch

Stream: Paramount Plus Premium, Paramount Plus Essential, Paramount+ Amazon Channel, Paramount+ Roku Premium Channel, Sony Pictures Core Amazon Channel · Rent: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home, Spectrum On Demand · Buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

Vanilla Sky (2001)

TMDB ★ 6.9

Cameron Diaz gives a committed, unglamorous performance in a genuinely strange psychological thriller.

Directed by Cameron Crowe · 2h 16m · Rated R

Where to watch

Stream: fuboTV, Paramount Plus Premium, Paramount Plus Essential, Peacock Premium, Paramount+ Amazon Channel, Peacock Premium Plus · Rent: JustWatch TV, Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home · Buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

Being John Malkovich (1999)

TMDB ★ 7.7

A portal into an actor's own mind turns into the strangest premise of the decade, played completely straight.

Directed by Spike Jonze · 1h 53m · Rated R

Where to watch

Rent or buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

There's Something About Mary (1998)

TMDB ★ 7.1

Ben Stiller plays the hapless romantic lead in one of the defining gross-out comedies of the era.

Directed by Peter Farrelly & Bobby Farrelly · 2h 00m · Rated R

Where to watch

Stream: FXNow · Rent or buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

Streaming availability data from JustWatch, via TMDB. Availability changes often, so check the service before you plan a movie night.

Vlad Zakh

Founder, Movieix

Founder of Movieix. He started the site because most recommendation pages felt like noise. Here, lists are sorted by who's in the film, where it's from and what mood you're in tonight.

Cameron Diaz – 10 Best Movies

Bad Teacher (2011)

In Her Shoes (2005)

The Mask (1994)

Gangs of New York (2002)

Shrek (2001)

Charlie's Angels (2000)

My Best Friend's Wedding (1997)

Vanilla Sky (2001)

Being John Malkovich (1999)

There's Something About Mary (1998)

You might also like

15 Best Non-Disney Family Movies for Movie Night

16 Best 2000s Movies for a Nostalgia Trip

20 Best 90s Nostalgia Movies

50 Best Movies of the 2000s

50 Best Movies of the 1990s

13 Best Dark Comedies