I Never Saw It Coming...

This is a list of movies with some of the best surprise/ambiguous endings in cinematic history.
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1.
The Usual Suspects (1995)
    1 2 3 4 5 6 7 8 9 10 8.6/10 X  
A sole survivor tells of the twisty events leading up to a horrific gun battle on a boat, which begin when five criminals meet at a seemingly random police lineup. (106 mins.)
Director: Bryan Singer
 
2.
The Shawshank Redemption (1994)
    1 2 3 4 5 6 7 8 9 10 9.3/10 X  
Two imprisoned men bond over a number of years, finding solace and eventual redemption through acts of common decency. (142 mins.)
Director: Frank Darabont
 
3.
Star Wars: Episode V - The Empire Strikes Back (1980)
    1 2 3 4 5 6 7 8 9 10 8.8/10 X  
After the rebels have been brutally overpowered by the Empire on their newly established base, Luke Skywalker takes advanced Jedi training with Master Yoda, while his friends are pursued by Darth Vader as part of his plan to capture Luke. (124 mins.)
Director: Irvin Kershner
 
4.
Memento (2000)
    1 2 3 4 5 6 7 8 9 10 8.5/10 X  
A man juggles searching for his wife's murderer and keeping his short-term memory loss from being an obstacle. (113 mins.)
 
5.
Psycho (1960)
    1 2 3 4 5 6 7 8 9 10 8.5/10 X  
A Phoenix secretary embezzles $40,000 from her employer's client, goes on the run, and checks into a remote motel run by a young man under the domination of his mother. (109 mins.)
 
6.
Primal Fear (1996)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
An altar boy is accused of murdering a priest, and the truth is buried several layers deep. (129 mins.)
Director: Gregory Hoblit
 
7.
Se7en (1995)
    1 2 3 4 5 6 7 8 9 10 8.6/10 X  
Two detectives, a rookie and a veteran, hunt a serial killer who uses the seven deadly sins as his modus operandi. (127 mins.)
Director: David Fincher
 
8.
The Sixth Sense (1999)
    1 2 3 4 5 6 7 8 9 10 8.1/10 X  
A boy who communicates with spirits that don't know they're dead seeks the help of a disheartened child psychologist. (107 mins.)
 
9.
Oldboy (2003)
    1 2 3 4 5 6 7 8 9 10 8.4/10 X  
After being kidnapped and imprisoned for 15 years, Oh Dae-Su is released, only to find that he must find his captor in 5 days. (120 mins.)
Director: Chan-wook Park
 
10.
Saw (2004)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
Two strangers awaken in a room with no recollection of how they got there or why, and soon discover they are pawns in a deadly game perpetrated by a notorious serial killer. (103 mins.)
Director: James Wan
 
11.
The Birds (1963)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
A wealthy San Francisco socialite pursues a potential boyfriend to a small Northern California town that slowly takes a turn for the bizarre when birds of all kinds suddenly begin to attack people. (119 mins.)
 
12.
Chinatown (1974)
    1 2 3 4 5 6 7 8 9 10 8.2/10 X  
A private detective hired to expose an adulterer finds himself caught up in a web of deceit, corruption and murder. (130 mins.)
Director: Roman Polanski
 
13.
Eastern Promises (2007)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
A Russian teenager living in London who dies during childbirth leaves clues to a midwife in her journal that could tie her child to a rape involving a violent Russian mob family. (100 mins.)
 
14.
High Tension (2003)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
Best friends Marie and Alexia decide to spend a quiet weekend at Alexia's parents' secluded farmhouse. But on the night of their arrival, the girls' idyllic getaway turns into an endless night of horror. (91 mins.)
Director: Alexandre Aja
 
15.
A History of Violence (2005)
    1 2 3 4 5 6 7 8 9 10 7.5/10 X  
A mild-mannered man becomes a local hero through an act of violence, which sets off repercussions that will shake his family to its very core. (96 mins.)
 
16.
Planet of the Apes (1968)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
An astronaut crew crash-lands on a planet in the distant future where intelligent talking apes are the dominant species, and humans are the oppressed and enslaved. (112 mins.)
 
17.
Rosemary's Baby (1968)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
A young couple move into an apartment, only to be surrounded by peculiar neighbors and occurrences. When the wife becomes mysteriously pregnant, paranoia over the safety of her unborn child begins to control her life. (136 mins.)
Director: Roman Polanski
 
18.
Fracture (2007)
    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
An attorney, intent on climbing the career ladder toward success, finds an unlikely opponent in a manipulative criminal he is trying to prosecute. (113 mins.)
Director: Gregory Hoblit
 
19.
Fight Club (1999)
    1 2 3 4 5 6 7 8 9 10 8.8/10 X  
An insomniac office worker, looking for a way to change his life, crosses paths with a devil-may-care soap maker, forming an underground fight club that evolves into something much, much more. (139 mins.)
Director: David Fincher
 
20.
No Way Out (1987)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
A coverup and witchhunt occur after a politician accidentally kills his mistress. (114 mins.)
Director: Roger Donaldson
 
21.
Frailty (2001)
    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
A man confesses to an FBI agent his family's story of how his religious fanatic father's visions lead to a series of murders to destroy supposed "demons." (100 mins.)
Director: Bill Paxton
 
22.
Matchstick Men (2003)
    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
A phobic con artist and his protégé are on the verge of pulling off a lucrative swindle when the former's teenage daughter arrives unexpectedly. (116 mins.)
Director: Ridley Scott
 
23.
The Wicker Man (1973)
    1 2 3 4 5 6 7 8 9 10 7.6/10 X  
A police sergeant is sent to a Scottish island village in search of a missing girl whom the townsfolk claim never existed. Stranger still are the rites that take place there. (88 mins.)
Director: Robin Hardy