Michael Jordan & Juanita Vanoy – $168 Million
Michael Jordan and Juanita Vanoy’s relationship was the result of yet another successful blind date. Sadly, they divorced after spending 17 years together. Michael Jordan might have set records during his NBA career, but he also set a record in divorce history when the two of them had the most expensive divorce at the time.
Kevin Costner & Cindy Silva – $80 Million
Kevin Costner exchanged vows with his college girlfriend Cindy Silva in the year 1978. This was before he became a big star, of course. After 16 years, the couple decided to get a divorce. By then, Costner was a prominent actor, and Silva received an alimony worth $80 million.