Check Out The Most Expensive Divorce Settlements in Hollywood

Published on January 30, 2023
Marriage brings with it a promise to stand beside each other through the good and bad times, which indicates both parties work together to make things function. However, that’s not always possible or wanted. Divorce is the reality for some couples when the marriage limps through, or people simply go through the motions.

Once divorce is imminent, couples have to think about the outcome and settlement. Their lives are changing permanently, so they’ve got to make sure they’re covered financially while they focus on moving on. If you’re a wealthy celebrity like the following couples, the settlements can be hefty. Here are some of the most expensive ones ever!

Reba McEntire – Narvel Blackstock at $47.5 Million

Reba McEntire and Narvel Blackstock shocked their fans when they announced their upcoming divorce in 2015. They’re separated now, but they are still supportive of each other and keep updated with each other’s lives. We assume the assets were equally divided.

Reba McEntire - Narvel Blackstock at $47.5 Million

Reba McEntire – Narvel Blackstock at $47.5 Million

Angelina Jolie – Brad Pitt at $400 Million

Angelina Jolie and Brad Pitt had a divorce that was talked about significantly in the celebrity world. They share custody of their children and officially got divorced in 2019. The settlement was estimated to be about $400 million total!

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Angelina Jolie - Brad Pitt at $400 Million

Angelina Jolie – Brad Pitt at $400 Million

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Cindy Silva – Kevin Costner at $80 Million

Kevin Costner and Cindy Silva officially separated after 16 years of wedded bliss. They had two kids together, but rumors floated around that he wasn’t faithful. Therefore, he had to pay Cindy about $80 million. Later, it came out that he had a child with Bridget Rooney, a socialite.

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Kevin Costner And Cindy Silva

Kevin Costner And Cindy Silva

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Jocelyn Wildenstein – Alec Wildenstein at $2.5 Billion

The billionaire French businessman, Alec Wildenstein, had to pay his ex-wife Jocelyn roughly $2.5 billion once they got divorced. She’s known in the Hollywood world for the many cosmetic procedures she’s received, which cost about $2 billion altogether.

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Jocelyn Wildenstein - Alec Wildenstein at $2.5 Billion

Jocelyn Wildenstein – Alec Wildenstein at $2.5 Billion

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Diandra Douglas – Michael Douglas at $45 Million

Diandra and Michael married in 1977 and had one son together. However, Diandra asked for a divorce 18 years later. In the end, she received about half of Douglas’ net worth, which equaled roughly $45 million.

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Diandra Douglas - Michael Douglas at $45 Million

Diandra Douglas – Michael Douglas at $45 Million

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Sheila Johnson – Robert Johnson at $400 Million

Robert Johnson was the co-founder for the television channel BET. When he separated from his wife after 33 years of marriage in 2002, she got $400 million in the divorce settlement. He had just sold BET in 2000, which earned him $3 billion, so he could afford it!

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Sheila Johnson - Robert Johnson at $400 Million

Sheila Johnson – Robert Johnson at $400 Million

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Slavica Ecclestone – Bernie Ecclestone at $1 Billion

Though they thought they’d be together forever, Bernie and Slavica officially divorced, earning her about $1 billion for the settlement. She’s turned that into $1.6 billion by investing her money wisely, so she seems to be doing well financially.

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Slavica Ecclestone - Bernie Ecclestone at $1 Billion

Slavica Ecclestone – Bernie Ecclestone at $1 Billion

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Anna Maria Torv – Rupert Murdoch at $1.2 Billion

Anna Maria and Rupert got divorced back in 1999 after being married for 32 exciting years. When it happened, he was worth roughly $8 billion (net worth), and the judge decided to give Anna Maria a divorce settlement of $1.2 billion!

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Anna Maria Torv - Rupert Murdoch at $1.2 Billion

Anna Maria Torv – Rupert Murdoch at $1.2 Billion

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Heidi Klum – Seal at $70 Million

Heidi Klum is a German supermodel who claimed that her husband’s temper was out of control. It got so bad that she feared for the lives of her children. Overall, it was a messy breakup, and she also had to shell out $70 million even though they had a prenuptial agreement!

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Heidi Klum - Seal at $70 Million

Heidi Klum – Seal at $70 Million

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Robyn Moore – Mel Gibson at $425 Million

Mel Gibson had a rough year back in 2006. After the DUI arrest, his wife filed for divorce. Though they’d been married 26 years, she’d had enough. They had no prenuptial agreement, so she got over half of Mel’s fortune, which added up to $425 million!

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Robyn Moore - Mel Gibson at $425 Million

Robyn Moore – Mel Gibson at $425 Million

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Jamie McCourt – Frank McCourt at $130 Million

You may know Frank McCourt as the owner for Fox Entertainment Group and the Dodgers Stadium. When he and his now ex-wife got divorced in 2011, Jamie ended up with about $130 million. That probably didn’t hurt his checkbook much, though!

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Jamie McCourt - Frank McCourt at $130 Million

Jamie McCourt – Frank McCourt at $130 Million

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Ellen Barkin – Ron Perelman at $20 Million

Ron Perelman doesn’t seem to understand that divorce costs money. When he and his fourth wife, Ellen, divorced in 2006, he ended up spending roughly $20 million. However, some of that money came from her selling the jewelry he bought for her.

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Ellen Barkin - Ron Perelman at $20 Million

Ellen Barkin – Ron Perelman at $20 Million

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Laura Andrassy – Greg Norman at $103 Million

Greg Norman is a famous golf star and had been married to Laura Andrassy for about 25 years. However, he left her to be with Chris Evert, a tennis star. The move cost him about $103 million, so we’re not sure if it was worth it or not.

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Laura Andrassy - Greg Norman at $103 Million

Laura Andrassy – Greg Norman at $103 Million

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Joanna Holland – Johnny Carson at $20 Million

Johnny Carson was married four times in his life. However, he and Joanna divorced at the height of his career. He was earning roughly $15 million annually, so he was ordered to pay her a divorce settlement of $20 million.

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Joanna Holland - Johnny Carson at $20 Million

Joanna Holland – Johnny Carson at $20 Million

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Soraya Khashoggi – Adnan Khashoggi at $874 Million

Adnan Khashoggi and Soraya were married for many years before getting a divorce. He was a Saudi Arabian billionaire who was considered the wealthiest man in the world at the time. Therefore, the judge ordered him to pay $874 million for the settlement.

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Soraya Khashoggi - Adnan Khashoggi at $874 Million

Soraya Khashoggi – Adnan Khashoggi at $874 Million

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Livia Giuggioli – Colin Firth at Approx. $12.5 Million

Does it pay to cheat? In Livia’s case, it did! She and Colin had been married for 22 years, but it came out that she’d been having an affair with Marco Brancaccia. The man was her friend from childhood and an Italian journalist, but she still walked away from Colin with $12.5 million.

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Livia Giuggioli - Colin Firth at Approx. $12.5 Million

Livia Giuggioli – Colin Firth at Approx. $12.5 Million

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Camille Grammer – Kelsey Grammer at $30 Million

Camille and Kelsey married in 1997 and had two children together. However, they got divorced roughly 14 years later, and she ended up getting a divorce settlement of $30 million. Now, she’s on The Real Housewives of Beverly Hills, making a name for herself.

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Camille Grammer - Kelsey Grammer at $30 Million

Camille Grammer – Kelsey Grammer at $30 Million

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Beverly Charman – John Charman at $95 Million

John and Beverly were childhood sweethearts who got married when he was broke. Throughout the 29-year marriage, he became a wealthy Londoner, and Beverly chose to become a homemaker. That cost him a lot because she got $95 million in the divorce settlement.

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Beverly Charman - John Charman at $95 Million

Beverly Charman – John Charman at $95 Million

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Florence Tsang-Chiu-Wing – Samathur Li-Kan at $154 Million

Samathur is a powerful billionaire in Hong Kong and earned his money by being a real estate mogul. He asked Florence for a divorce in 2008 because she wouldn’t have an abortion. The judge demanded that he pay her $154 million during the divorce settlement.

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Florence Tsang-Chiu-Wing - Samathur Li-Kan at $154 Million

Florence Tsang-Chiu-Wing – Samathur Li-Kan at $154 Million

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Irina Malandina – Roman Malandina at $300 Million

Roman is a Russian billionaire who married Irina in 1991. When they divorced in 2007, his net worth was $8 billion, so she got $300 million for the divorce settlement. The amount included lavish homes and money, so she’s set for life!

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Irina Malandina - Roman Malandina at $300 Million

Irina Malandina – Roman Malandina at $300 Million

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Aryn Drake-Lee – Jesse Williams at Approx. $4 Million

No one is sure how long Aryn and Jesse were married, but they did confirm that they were getting a divorce. Things were amicable throughout. While no one is sure of the official amount, $4 million is the estimated settlement award.

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Aryn Drake-Lee - Jesse Williams at Approx. $4 Million

Aryn Drake-Lee – Jesse Williams at Approx. $4 Million

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Casey Coates – Ted Dansen at $30 Million

After a chance meeting back in 1975, Ted and Casey seemed like the perfect couple. However, he had a sleazy affair with Whoopi Goldberg, which ended the 15-year marriage, and was ordered to pay Coates $30 million. At the time, it was the most expensive Hollywood divorce!

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Casey Coates - Ted Dansen at $30 Million

Casey Coates – Ted Dansen at $30 Million

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Melissa Mathison – Harrison Ford at $118 Million

Melissa and Harrison were the classic Hollywood couple, holding that title as husband and wife for 17 years. However, they got divorced in 2001. Since there was no prenuptial agreement signed, she won a divorce settlement of $118 million.

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Melissa Mathison - Harrison Ford at $118 Million

Melissa Mathison – Harrison Ford at $118 Million

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Amber Heard – Johnny Depp at $6.8 Million

No one was surprised to hear that Johnny Depp and Amber Heard were getting divorced. There had been countless abuse accusations from both parties. Still, she received $6 million in the divorce settlement, donating much of it to charities.

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Amber Heard - Johnny Depp at $6.8 Million

Amber Heard – Johnny Depp at $6.8 Million

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Wendi Deng – Rupert Murdoch at $1.8 Million

Some say Rupert hasn’t learned his lesson! Just 17 days after divorcing someone else, he married Wendi Deng. They got divorced in 2013, and the News Corporation CEO had to pay her $1.8 million in the divorce settlement!

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Wendi Deng - Rupert Murdoch at $1.8 Million

Wendi Deng – Rupert Murdoch at $1.8 Million

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Linda Hamilton – James Cameron at $50 Million

James Cameron is a popular movie director and has made many hit films. Titanic was one of them, but during production, he had an affair. Just a few days after winning an Oscar for that film, Linda Hamilton announced that she wanted a divorce. She got $50 million as the settlement!

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Linda Hamilton - James Cameron at $50 Million

Linda Hamilton – James Cameron at $50 Million

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Kim Bassinger – Alec Baldwin at Approx. $3 Million

Kim and Alec had been married for nine years before the bitter divorce process came to light. She started blocking his visitation rights, which meant he couldn’t even see his daughter. Finally, things were settled, but he paid about $3 million.

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Kim Bassinger - Alec Baldwin at Approx. $3 Million

Kim Bassinger – Alec Baldwin at Approx. $3 Million

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Elaine Wynn – Steve Wynn at $741 Million

Steve and Elaine were actually married and divorced twice. They thought they could make it work the second time, but it didn’t go well. In 2010, the divorce settlement cost him roughly $741 million. Maybe they should have left things alone!

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Elaine Wynn - Steve Wynn at $741 Million

Elaine Wynn – Steve Wynn at $741 Million

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Heather Mills – Paul McCartney at $48.6 Million

Paul McCartney is a former Beatles member who married Heather Mills. The wedding itself cost $3.2 million because it was a lavish Irish wedding. However, the marriage was doomed, and he ended up paying a settlement of $48.6 million!

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Heather Mills - Paul McCartney at $48.6 Million

Heather Mills – Paul McCartney at $48.6 Million

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Natalia Potanina – Vladimir Potanin at $7 Billion

Vladimir Potanin is a Russian billionaire, and his estimated net worth sits at $14 billion. He’d been married to Natalia Potanina for about 30 years before the divorce in 2013. It was long and complicated, but she got a settlement of $7 billion, which is half of his assets!

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Natalia Potanina - Vladimir Potanin at $7 Billion

Natalia Potanina – Vladimir Potanin at $7 Billion

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Maya Polsky – Michael Polsky at $184 Million

Michael is a popular businessman who was involved with SkyGen. After marrying Maya, the two decided to get divorced in 2003. Overall, it cost him $184 million, which was the divorce settlement she was awarded.

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Maya Polsky - Michael Polsky at $184 Million

Maya Polsky – Michael Polsky at $184 Million

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Marlene Fipke – Charles Fipke at $200 Million

Charles made his fortune from the Canadian Northwest Territories, where he found diamonds. He and Marlene got divorced, and she received a $200 million divorce settlement. This was one of the most expensive in Canadian history.

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Marlene Fipke Charles Fipke At $200 Million

Marlene Fipke Charles Fipke At $200 Million

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Gwen Stefani – Gavin Rossdale at $25 Million

Gwen and Gavin seemed like a successful Hollywood couple, even after he had an affair. However, they were together for 20 years and married for 13, and they called it quits. She got a settlement of $25 million and ended up dating Blake Shelton, a county music star.

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Gwen Stefani - Gavin Rossdale at $25 Million

Gwen Stefani – Gavin Rossdale at $25 Million

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Amy Irving – Steven Spielberg at $100 Million

Steven and Amy had only been married for 3.5 years before deciding to get divorced. Though she got a $100 million divorce settlement, that seems relatively small when you realize that he has a net worth of $5 billion!

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Amy Irving - Steven Spielberg at $100 Million

Amy Irving – Steven Spielberg at $100 Million

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Hilary Duff – Mike Comrie at $2.5 Million

Hilary Duff is a child star from the 2000s era, though you didn’t hear about her much because there were no scandals. She married Mike, though the marriage didn’t last. Plus, it was a tough divorce because they shared custody of a son, but she got a settlement of $2.5 million!

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Hilary Duff - Mike Comrie at $2.5 Million

Hilary Duff – Mike Comrie at $2.5 Million

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Demi Moore – Bruce Willis at $90 Million

Demi and Bruce were married for 11 years, but they divorced back in 2000. During interviews, Bruce said that he felt he was a failure as a husband and father. Moore received a divorce settlement of $90 million and started dating Ashton Kutcher.

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Demi Moore - Bruce Willis at $90 Million

Demi Moore – Bruce Willis at $90 Million

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Maria Shriver – Arnold Schwarzenegger at $375 Million

Maria Shriver was married to Arnold Schwarzenegger for 25 years before learning about his affair with a housekeeper. The mistress gave birth to Arnold’s son. Since there was no prenuptial agreement, she got a divorce settlement of $375 million!

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Maria Shriver Arnold Schwarzenegger At $375 Million

Maria Shriver Arnold Schwarzenegger At $375 Million

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Sue Ann Arnall – Harold Hamm at $974.8 Million

Harold Hamm made most of his fortune through the gas and oil industries. He and his wife, Sue Ann, were married for 24 years but divorced in 2012. She ended up getting a divorce settlement award of $974.8 million! How is that possible?!

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Sue Ann Arnall - Harold Hamm at $974.8 Million

Sue Ann Arnall – Harold Hamm at $974.8 Million

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Michelle Branch – Teddy Landau at Approx. $300,000

Michelle Branch is a songwriter and singer who has won a Grammy Award. She married Teddy, her bassist, and it lasted for 11 full years. However, they decided to break up, and she got a divorce settlement of roughly $300,000.

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Michelle Branch - Teddy Landau at Approx. $300,000

Michelle Branch – Teddy Landau at Approx. $300,000

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Tawanna Iverson – Allen Iverson at $32 Million

Allen Iverson is a popular basketball star who was married to Tawanna for 24 years. However, he got into debt to the tune of $150 million, and she divorced him. During the proceedings, he said he didn’t have money for food, but she still got a settlement of $32 million because of the prenuptial agreement.

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Tawanna Iverson - Allen Iverson at $32 Million

Tawanna Iverson – Allen Iverson at $32 Million

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