My own choices. Please agree, disagree, comment or slate where necessary.

1920: The Cabinet of Dr. Caligari
1921: The Kid
1922: Nosferatu
1923: Safety Last
1924: The Thief of Bagdad
1925: The Gold Rush
1926: The Black Pirate
1927: Metropolis
1928: The Passion of Joan of Arc
1929: Pandora's Box
1930: All Quiet on the Western Front
1931: City Lights
1932: I Am a Fugitive From a Chain Gang
1933: King Kong
1934: It Happened One Night
1935: Bride of Frankenstein
1936: Modern Times
1937: Snow White and the Seven Dwarfs
1938: The Adventures of Robin Hood
1939: The Wizard of Oz
1940: Rebecca
1941: Suspicion
1942: Casablanca
1943: Shadow of a Doubt
1944: Double Indemnity
1945: Brief Encounter
1946: It's a Wonderful Life
1947: Out of the Past
1948: Treasure of the Sierra Madre
1949: The Third Man
1950: Sunset Blvd.
1951: Strangers on a Train
1952: High Noon
1953: Shane
1954: Rear Window
1955: Night of the Hunter
1956: The Searchers
1957: 12 Angry Men
1958: Vertigo
1959: Ben Hur
1960: Psycho
1961: The Bodyguard
1962: Lawrence of Arabia
1963: The Great Escape
1964: Dr. Strangelove
1965: The Sound of Music
1966: The Good, the Bad and the Ugly
1967: Jungle Book
1968: Planet of the Apes
1969: Butch Cassidey and the Sundance Kid
1970: Kelly's Heroes
1971: Willy Wonka and the Choclate Factory
1972: The Godfather
1973: The Exorcist
1974: The Godfather Part II
1975: Jaws
1976: Rocky
1977: Star Wars
1978: Superman the Movie
1979: Alien
1980: The Empire Strikes Back
1981: Raiders of the Lost Ark
1982: Blade Runner
1983: Return of the Jedi
1984: Indiana Jones and the Temple of Doom
1985: Police Story
1986: Jean De Florette
1987: Evil Dead 2
1988: Rain Man
1989: My Left Foot
1990: Goodfellas
1991: Beauty and the Beast
1992: Unforgiven
1993: Schindler's List
1994: Pulp Fiction
1995: The Usual Suspects
1996: Trainspotting
1997: LA Confidential
1998: Saving Private Ryan
1999: The Matrix
2000: Memento
2001: Spirited Away
2002: The Two Towers
2003: Lost in Translation
2004: Sideways
2005: Revenge of the Sith
2006: Casino Royale
2007: No Country for Old Men
2008: The Wrestler
2009: Star Trek

OOPS, forgot to enter Evil Dead 2, discarded The Untouchables.
[Edited 11/29/09 12:00pm]