Best Crime Movies of 1999

1.

The Green Mile

7.0

A supernatural tale set on death row in a Southern prison, where gentle giant John Coffey possesses the mysterious power to heal people's ailments. When the cell block's head guard, Paul Edgecomb, recognizes Coffey's miraculous gift, he tries desperately to help stave off the condemned man's execution.

Starring: Tom Hanks, Michael Clarke Duncan, David Morse, Bonnie Hunt, James Cromwell
Directed by: Frank Darabont
Release date: 1999-12-10
2.

Office Space

6.3

Three office workers strike back at their evil employers by hatching a hapless attempt to embezzle money.

Starring: Ron Livingston, Jennifer Aniston, David Herman, Ajay Naidu, Diedrich Bader
Directed by: Mike Judge
Release date: 1999-02-19
3.

The Boondock Saints

6.2

With a God-inspired moral obligation to act against evil, twin brothers Conner and Murphy set out to rid Boston of criminals. However, rather than working within the system, these Irish Americans decide to take swift retribution into their own hands.

Starring: Willem Dafoe, Norman Reedus, Sean Patrick Flanery, David Della Rocco, David Ferry
Directed by: Troy Duffy
Release date: 1999-01-22
4.

The Talented Mr. Ripley

6.0

Tom Ripley is a calculating young man who believes it's better to be a fake somebody than a real nobody. Opportunity knocks in the form of a wealthy U.S. shipbuilder who hires Tom to travel to Italy to bring back his playboy son, Dickie. Ripley worms his way into the idyllic lives of Dickie and his girlfriend, plunging into a daring scheme of duplicity, lies and murder.

Starring: Matt Damon, Gwyneth Paltrow, Jude Law, Cate Blanchett, Philip Seymour Hoffman
Directed by: Anthony Minghella
Release date: 1999-12-25
5.

The Bone Collector

5.6

Rookie cop, Amelia Donaghy reluctantly teams with Lincoln Rhyme – formerly the department's top homicide detective but now paralyzed as a result of a spinal injury – to catch a grisly serial killer dubbed 'The Bone Collector'. The murderer's special signature is to leave tantalizing clues based on the grim remains of his crimes.

Starring: Denzel Washington, Angelina Jolie, Queen Latifah, Michael Rooker, Michael McGlone
Directed by: Phillip Noyce
Release date: 1999-11-04
6.

Boys Don't Cry

5.5

Female born, Teena Brandon adopts his male identity of Brandon Teena and attempts to find himself and love in Nebraska.

Starring: Hilary Swank, Chloë Sevigny, Peter Sarsgaard, Brendan Sexton III, Alicia Goranson
Directed by: Kimberly Peirce
Release date: 1999-09-02
7.

Following

5.4

A struggling, unemployed young writer takes to following strangers around the streets of London, ostensibly to find inspiration for his new novel.

Starring: Jeremy Theobald, Alex Haw, Lucy Russell, John Nolan, Dick Bradsell
Directed by: Christopher Nolan
Release date: 1999-04-02
8.

Ghost Dog: The Way of the Samurai

5.4

An African-American Mafia hit man who models himself after the samurai of old finds himself targeted for death by the mob.

Starring: Forest Whitaker, Cliff Gorman, Tricia Vessey, Henry Silva, Victor Argo
Directed by: Jim Jarmusch
Release date: 1999-09-13
9.

Austin Powers: The Spy Who Shagged Me

5.3

When diabolical genius, Dr. Evil travels back in time to steal superspy Austin Powers's ‘mojo’, Austin must return to the swingin' '60s himself – with the help of American agent, Felicity Shagwell – to stop the dastardly plan. Once there, Austin faces off against Dr. Evil's army of minions and saves the world in his own unbelievably groovy way.

Starring: Mike Myers, Heather Graham, Michael York, Robert Wagner, Rob Lowe
Directed by: Jay Roach
Release date: 1999-06-08
10.

Go

5.2

Told from three perspectives, a story of a bunch of young Californians trying to get some cash, do and deal some drugs, score money and sex in Las Vegas, and generally experience the rush of life.

Starring: Sarah Polley, Katie Holmes, Jay Mohr, Timothy Olyphant, William Fichtner
Directed by: Doug Liman
Release date: 1999-04-09
11.

Payback

5.2

With friends like these, who needs enemies? That's the question bad guy Porter is left asking after his wife and partner steal his heist money and leave him for dead -- or so they think. Five months and an endless reservoir of bitterness later, Porter's partners and the crooked cops on his tail learn how bad payback can be.

Starring: Mel Gibson, Gregg Henry, Maria Bello, David Paymer, Bill Duke
Directed by: Brian Helgeland
Release date: 1999-02-05
12.

Arlington Road

5.1

Threats from sinister foreign nationals aren't the only thing to fear. Bedraggled college professor Michael Faraday has been vexed (and increasingly paranoid) since his wife's accidental death in a botched FBI operation. But all that takes a backseat when a seemingly all-American couple set up house next door.

Starring: Jeff Bridges, Tim Robbins, Joan Cusack, Hope Davis, Robert Gossett
Directed by: Mark Pellington
Release date: 1999-03-19
13.

The Limey

5.1

The Limey follows Wilson, a tough English ex-con who travels to Los Angeles to avenge his daughter's death. Upon arrival, Wilson goes to task battling Valentine and an army of L.A.'s toughest criminals, hoping to find clues and piece together what happened. After surviving a near-death beating, getting thrown from a building and being chased down a dangerous mountain road, the Englishman decides to dole out some bodily harm of his own.

Starring: Terence Stamp, Lesley Ann Warren, Luis Guzmán, Barry Newman, Joe Dallesandro
Directed by: Steven Soderbergh
Release date: 1999-05-15
14.

The Thomas Crown Affair

4.9

A very rich and successful playboy amuses himself by stealing artwork, but may have met his match in a seductive detective.

Starring: Pierce Brosnan, Rene Russo, Denis Leary, Ben Gazzara, Frankie Faison
Directed by: John McTiernan
Release date: 1999-08-06
15.

Analyze This

4.9

Countless wiseguy films are spoofed in this film that centers on the neuroses and angst of a powerful Mafia racketeer who suffers from panic attacks. When Paul Vitti needs help dealing with his role in the "family," unlucky shrink Dr. Ben Sobel is given just days to resolve Vitti's emotional crisis and turn him into a happy, well-adjusted gangster.

Starring: Robert De Niro, Billy Crystal, Lisa Kudrow, Chazz Palminteri, Joe Viterelli
Directed by: Harold Ramis
Release date: 1999-03-05
16.

Life

4.9

Two men in 1930s Mississippi become friends after being sentenced to life in prison together for a crime they did not commit.

Starring: Eddie Murphy, Martin Lawrence, Obba Babatundé, Nick Cassavetes, Bernie Mac
Directed by: Ted Demme
Release date: 1999-04-16
17.

Summer of Sam

4.8

Spike Lee's take on the "Son of Sam" murders in New York City during the summer of 1977 centering on the residents of an Italian-American South Bronx neighborhood who live in fear and distrust of one another.

Starring: John Leguizamo, Adrien Brody, Mira Sorvino, Jennifer Esposito, Michael Rispoli
Directed by: Spike Lee
Release date: 1999-07-02
18.

Double Jeopardy

4.8

A woman framed for her husband's murder suspects he is still alive; as she has already been tried for the crime, she can't be re-prosecuted if she finds and kills him.

Starring: Tommy Lee Jones, Ashley Judd, Bruce Greenwood, Annabeth Gish, Benjamin Weir
Directed by: Bruce Beresford
Release date: 1999-09-24
19.

Blue Streak

4.7

Miles Logan is a jewel thief who just hit the big time by stealing a huge diamond. However, after two years in jail, he comes to find out that he hid the diamond in a police building that was being built at the time of the robbery. In an attempt to regain his diamond, he poses as a LAPD detective

Starring: Martin Lawrence, Luke Wilson, Dave Chappelle, Peter Greene, Nicole Ari Parker
Directed by: Les Mayfield
Release date: 1999-09-17
20.

The General's Daughter

4.7

When the body of Army Capt. Elizabeth Campbell is found on a Georgia military base, two investigators, Warrant Officers Paul Brenner and Sara Sunhill, are ordered to solve her murder. What they uncover is anything but clear-cut. Unseemly details emerge about Campbell's life, leading to allegations of a possible military coverup of her death and the involvement of her father, Lt. Gen. Joseph Campbell.

Starring: John Travolta, Madeleine Stowe, James Cromwell, Timothy Hutton, Leslie Stefanson
Directed by: Simon West
Release date: 1999-06-18

Also check Best crime movies of 1998.

Check out our top containing the Best Crime Movies of 1999. This top was obtained with our unique algorithm ordered by our unique ranking system.

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