The Most Expensive Divorce Settlements In Hollywood History


It’s no secret that Hollywood marriages don’t tend to last long. From the perspective of your average citizen, it’s impossible to imagine the strains that constantly being in the public eye can put on a marriage.

It’s no wonder that these costly couples couldn’t make it work, but OH MY GOD, are these divorces expensive.

Steve & Elaine Wynn

Poor Steve Wynn just can’t seem to get it right. In 2010, the billionaire split from his on-again, off-again wife with a $741 million settlement.

Paul McCartney & Heather Mills

Turns out, love isn’t all you need. A good lawyer helps.

After a famously contentious separation process, Heather Mills bailed on the Beatle and took a $48.3 million check with her.

Neil Diamond & Marcia Murphey

Fans were devastated to learn that the 25-year marriage between Neil Diamond and Marcia Murphy would be coming to an end. After a $150 million, he later said “she’s worth every penny.”

Robert & Sheila Johnson

After 33 years, BET co-founders Robert and Sheila Johnson’s marriage came to a close. Having just sold the network for $3 billion, Robert was in the perfect position to pay up — $400 million, to be exact.

Bernie & Slavica Ecclestone

Many were suspicious of Slavica Ecclestone’s intentions when she wedded billionaire Bernie. She walked out with a $1 billion settlement. So, she’s probably doing okay.

Alec & Jocelyn Wildenstein

After explaining that she thought getting $2 million of plastic surgery would keep her French billionaire husband around, Jocelyn Wildenstein was able to take home a $2.5 billion settlement.

Dmitry & Elena Rybolovlevi

After 26 years of marriage, Dmitry Rybolovlevi was forced to give his wife a $4.5 billion settlement, over half of his net worth. Yikes!

Rupert Murdoch & Wendi Deng

Some thought Rupert Murdoch jumped the gun by marrying Wendi Deng just days after his previous divorce. After a $1.8 million settlement with Deng, I bet he would agree.

Rupert Murdoch & Anna Maria Torv

Rupert may have the worst luck of anyone on this list. After three children and 32 years of marriage, he paid a $1.2 billion divorce settlement to Anna Maria Torv.

Heidi Klum & Seal

Despite a thorough prenup agreement, Heidi ended up paying out $70 million in her divorce from the singer. Seal’s temper reportedly scared their children, prompting Heidi to leave.

Michael & Diandra Douglas

It was Diandra who filed for divorce from actor Michael Douglas in 1995. She ended up leaving with half his net worth — over $45 million!

Demi Moore & Bruce Willis

When this Hollywood ‘It’ couple filed for divorce, Willis said he felt like he had “failed as a father and husband.” Demi, on the other hand, moved on with a $90 million settlement check.

Steven Spielberg & Amy Irving

When Steven Spielberg split from wife of three years Amy Irving, he paid a $10 million settlement. For the billion-dollar director, this was chump change.

Harrison Ford & Melissa Mathison

After two kids and 17 years of prenup-free marriage, Harrison Ford and Melissa Mathison just couldn’t make it work. Mathison walked away with $118 million.

Craig McCaw & Wendy Petrak

After selling his cellular company to AT&T for over $12 billion, it was McCaw who initiated his divorce from Wendy Petrak. She was granted a whopping $450 million.

Donald & Ivana Trump

In the 1980s, rumors began circulating that the famed Donald Trump had cheated on his wife with another starlette. Ivana hit the road, taking $25 million with her.

Madonna & Guy Richie

It pays to marry Madonna, but it pays even more to divorce her. Guy Richie learned this lesson when their lack of a prenup landed him a $76 million settlement check.

Lionel & Diane Richie

Lionel Richie did not have an easy split from then-wife Diane. Following a costly legal dispute, he was forced to fork over a $20 million settlement AND his $5 million mansion.

Mel Gibson & Robyn Moore

After a 2006 DUI arrest, it seems Robyn Moore was not impressed with husband Mel Gibson’s actions. She left, but not before taking a $425 million settlement.

Kenny & Marianne Rogers

After five marriages, divorce seems to follow Kenny Rogers wherever he goes. His most brutal split? Marianne Gordon, who walked away with a $60 million settlement.