"Pretty Woman" is Richard Gere's highest-grossing film to date. The 1990 romantic comedy co-starring Julia Roberts as a prostitute generated $178,406,268 in box office receipts.
The next highest totals were produced by the 2002 hit "Chicago" at $170,687,518, followed by "Runaway Bride" in 1999, another film with Julia Roberts, bringing in $152,257,509. The actor's first box office smash in 1982, "An Officer and a Gentleman," grossed $129,795,554. Gere has been making movies for almost 40 years, with many of his hits occurring decades apart. If the gross incomes are adjusted for inflation, the winner is "An Officer and a Gentleman" with an adjusted take of $362,351,900.