Jennifer Aniston in Bruce Almighty (2003)
(Jennifer Aniston; similar persona: Zooey Deschanel, Goldie Hawn)
(NOTE: Included are only personas which the actors established while playing different characters)
The user borimor deserves credit as he came up with this idea originally. Thanks!
(Jennifer Aniston; similar persona: Zooey Deschanel, Goldie Hawn)
(Adam Sandler; similar persona: Will Ferrell, Jack Black)
(Jim Carrey)
(Woody Allen)
(Bette Midler; similar persona: Melissa McCarthy)
(Bill Murray)
(Tom Hanks; similar persona: Paul Rudd, Zach Braff, Josh Radnor)
(Michael Cera)
(Meryl Streep)
(suggested by expectmiracles)
(David Niven)
(Cary Grant)
(Hugh Grant; similar persona: John Cleese)
(Walter Matthau)
(Johnny Depp)
(Robin Williams; similar persona: Roberto Benigni)
(Katharine Hepburn; similar persona: Diane Keaton)
(Buster Keaton)
(Charlie Chaplin)
(Simon Pegg; similar persona: Edward Frost, Seth Rogen, Jonah Hill)
(Neil Patrick Harris)
(Audrey Hepburn)
(Meg Ryan)
(Eddie Murphy; similar persona: Chris Tucker)
(suggested by borimor)
(Roseanne Barr)
(suggested by expectmiracles)
(Ben Stiller)
(suggested by borimor)