11 'Mrs. Doubtfire' (1993)
One of Williams’ biggest box-office hits, ‘Mrs. Doubtfire' cast Williams as an estranged father who dresses up as a wily British nanny in order to covertly cavort with his kids. The movie became a seminal family-flick of the ‘90s, and a staple for millennials today.
12 'Being Human' (1994)
Williams followed up the smash success of ‘Mrs. Doubtfire’ with this moving, time-tripping travelogue in which he portrays a reincarnated wanderer who travels from ancient ruins to modern-day New York City. It’s an early hint of the dramatic chops he’d display in such later films as ‘Good Will Hunting’ and ‘Insomnia.'
13 'The Birdcage' (1996)
In Mike Nichols’ wild farce, Williams plays a gay nightclub owner who tries to pass as straight to impress his son’s potential in-laws. It could have been all camp, but Williams imbues his song-and-dance man with a gentle touch of world-weariness.
14 'Good Will Hunting' (1997)
Williams won his first and only Academy Award (on his fourth nomination) for playing wistful psychologist Sean Maguire in Gus Van Sant's popular drama. The film not only marked the arrival of stars Matt Damon and Ben Affleck (who famously co-wrote the script), but is perhaps Williams' single greatest acting triumph.
15 'Patch Adams' (1998)
Despite mostly negative reviews, this biographical comedy about a med student who used heavy doses of humor on patients became one of of Williams' biggest hits. The real-life Patch Adams was no fan, once telling Roger Ebert, "I hate that movie."
16 'One Hour Photo' (2002)
Mark Romanek's thriller kicked off the year of 'creepy' Robin Williams when it debuted at Sundance in January of 2002 (he'd also make dark turns in 'Insomnia' and 'Death to Smoochy'). The actor won raves for playing a photo technician who develops a very unhealthy infatuation with a suburban family.
17 'Insomnia' (2002)
Future 'Dark Knight' trilogy helmer Christopher Nolan directed this thriller (a remake of a 1997 Norwegian film) that paired Williams with Al Pacino. A pair of L.A. detectives (Pacino and Hilary Swank) are sent to a remote Alaskan village to help with a murder case; Williams plays a local crime writer who is caught up in the investigation.
18 'Night at the Museum' (2006)
A new generation of kids (and young adults) were introduced to Williams' high-energy comedy in this hit family-comedy and its 2009 sequel, in which he plays a rough-riding Teddy Roosevelt with much manly brio. A third installment — which also stars Williams — will be in theaters December 19.
19 'Lee Daniels’ The Butler' (2013)
After playing a wild-and-wooly Teddy Roosevelt in the 'Night at the Museum' movies, Williams shifted gears to portray President Dwight D. Eisenhower — among the most straightlaced of modern chief executives — in this big-budget biopi