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Outbyte Driver Updater FREEScan for outdated or missing drivers - takes under a minuteDriver Scan →Outbyte PC Repair FREEClear out junk files and repair common Windows errorsFree Scan →There’s Something About Mary leads Cameron Diaz’s romance-centered comedies in worldwide box-office receipts, with $369.9 million reported by Box Office Watch. The available figures do not establish a reliable ten-film ranking: several possible entries are genre hybrids, and one likely candidate lacks a confirmed worldwide total in the same source. This list therefore ranks the five clear or near-clear candidates with comparable reported totals, rather than filling out a top ten with unsupported placements.
How this ranking is defined
“Rom-com” can mean a film built around a romantic relationship, or a comedy that includes romance among several plotlines. To keep the list useful, the films below are romance-centered or commonly treated as romantic comedies; The Other Woman is included with a qualification because it is an ensemble comedy with rom-com-adjacent elements. Diaz’s Shrek films are excluded: they are animated fantasy comedies, and counting them would change the scope substantially.
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| 1 |
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| 3 |
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All figures are nominal worldwide grosses reported by Box Office Watch’s Cameron Diaz filmography, accessed in 2026. They are not inflation-adjusted. The source does not establish whether re-releases are consistently included, so these should be read as the tracker’s reported totals, not as audited studio statements.
The biggest romance-centered candidates, by reported worldwide gross
| Rank | Film | Release year | Worldwide gross | Why it fits |
|---|---|---|---|---|
| 1 | There’s Something About Mary | 1998 | $369.9 million | Comedy built around multiple suitors competing for Mary; a strong rom-com candidate. |
| 2 | My Best Friend’s Wedding | 1997 | $298.9 million | Romantic comedy; Diaz plays Kimmy. |
| 3 | What Happens in Vegas | 2008 | $219.0 million | Identified as a romantic comedy in the biographical reference. |
| 4 | The Holiday | 2006 | $205.0 million | Romantic comedy, with Diaz among the ensemble leads. |
| 5 | The Other Woman | 2014 | $194.3 million | Ensemble comedy about a wife and her husband’s mistresses; romance-adjacent rather than a straightforward rom-com. |
What each film’s place in the list means
1. There’s Something About Mary — $369.9 million
The 1998 comedy is the clear leader among the comparable romance-centered candidates. Its premise—several men pursuing Mary—makes it a defensible inclusion even though its broad comedy is as prominent as its romantic plot. A biographical reference reports roughly $369 million worldwide, close to Box Office Watch’s $369.9 million figure.
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2. My Best Friend’s Wedding — $298.9 million
Julia Roberts leads this 1997 romantic comedy, with Diaz playing Kimmy, the bride-to-be. Its reported worldwide gross places it well ahead of the next two titles in the comparable figures used here.
3. What Happens in Vegas — $219.0 million
This 2008 romantic comedy pairs Diaz with Ashton Kutcher as two strangers whose relationship develops after a Las Vegas wedding. The reported worldwide gross puts it just above The Holiday in this source’s figures.
Rank #2
4. The Holiday — $205.0 million
The 2006 romantic comedy follows two women who swap homes and find new relationships. A biographical reference reports it above $205 million worldwide; Box Office Watch lists $205.0 million, the figure used for the ranking.
5. The Other Woman — $194.3 million
This 2014 ensemble comedy is a borderline case for a strict rom-com list: its central setup is a wife and two mistresses joining forces against the same man. The Box Office Watch figure is $194.3 million, while the film’s reference page reports $196.7 million. That difference is a reminder that database and reference-page totals can vary; the consistent ranking above uses only Box Office Watch figures.
Why there is no defensible sixth-through-tenth ranking here
Box Office Watch’s page is a filmography, not a genre-filtered rom-com chart. It gives comparable worldwide figures for Diaz films such as Sex Tape ($126.1 million), What to Expect When You’re Expecting ($88.5 million), In Her Shoes ($82.2 million) and The Sweetest Thing ($63.1 million), but their genres and story focus differ. A lower gross alone does not make a film a rom-com.
The Heartbreak Kid is another possible candidate, but the available evidence does not independently establish its worldwide gross. Placing it—or any other borderline title—in a numbered top ten would imply a level of verification and a genre rule that these figures do not support. Including animation or broader comedy-drama hybrids could produce a different list, but it would answer a wider question than “rom-coms.”
Quick Recap
Best Value
Rank #4
How to compare the grosses fairly
- Worldwide, not domestic: the ranking uses worldwide receipts, so it should not be compared with a domestic-only chart.
- Nominal dollars: the totals span different release years and are not adjusted for inflation, ticket prices or changes in the size of the global theatrical market.
- One tracker for the ranking: Box Office Watch supplies the figures used in each position; where a second source differs for The Other Woman, the discrepancy is disclosed rather than blended.
- Genre is an editorial boundary: a filmography’s gross column cannot by itself determine whether a title is a romantic comedy.
Product prices and availability are accurate as of the date/time indicated and are subject to change. Any price and availability information displayed on Amazon at the time of purchase will apply.
