The 58-year-old singer hosted a charity gala at Art Basel in Miami, where she joked with Penn and a crowd full of celebrities that she still loves him and would marry him again for the right price, reported People magazine.
Much of the event's clips were shared on social media, including a moment where Madonna offered to re-marry Penn if he bid USD 150,000.
Madonna sported a short black, gold, and silver-patterned long-sleeve dress, while Penn opted for black suit.