8. Brad Pitt and Angelina Jolie
The highly publicized divorce between Brad Pitt and Angelina Jolie in 2016 was filled with drama, accusations, and an ongoing custody battle over their six children. The financial aspect of their split, while not fully disclosed, is believed to have been over $100 million. Their high-profile relationship and divorce have kept them in the public eye for years, making it one of the most expensive celebrity separations.