Movies like Windy City Nights: City of Darkness
The best movies like Windy City Nights: City of Darkness are Triple 9 (2016), Maximum Risk (1996) and The Outfit (1973). If Windy City Nights: City of Darkness hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Windy City Nights: City of Darkness
Quick picks
- Highest ratedThe Wolf of Wall Street (2013)8.0/10 from 26,932 votes
- NewestThe Rip (2026)Released 2026
Triple 9 (2016)
A gang of criminals and corrupt cops plan the murder of a police officer in order to pull off their biggest heist yet across town.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisMaximum Risk (1996)
Alain Moreau's investigation into the death of his identical twin brother leads him from the beauty of the south of France to the mean streets of New York City and into the arms of his brother's beautiful girlfriend. Pursued by ruthless Russian mobsters and renegade FBI agents, the duo race against time to solve his brother's murder and expose an international conspiracy.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisThe Outfit (1973)
A two-bit criminal takes on the Mafia to avenge his brother's death. Earl Macklin is a small time criminal who is released from prison after an unsuccessful bank robbery only to discover that a pair of gunmen killed his brother.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSafe (2012)
After a former elite agent rescues a 12-year-old Chinese girl who's been abducted, they find themselves in the middle of a standoff between Triads, the Russian Mafia and high-level corrupt New York City politicians and police.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Pope of Greenwich Village (1984)
Charlie and his troublesome cousin Paulie decide to steal $150,000 in order to back a "sure thing" race horse that Paulie has inside information on. The aftermath of the robbery gets them into serious trouble with the local Mafia boss and the corrupt New York City police department.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisDick Tracy (1990)
The comic strip detective finds his life vastly complicated when Breathless Mahoney makes advances towards him while he is trying to battle Big Boy Caprice's united mob.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisGotti (1996)
John Gotti, the head of a small New York mafia crew breaks a few of the old family rules. He rises to become the head of the Gambino family and the most well-known mafia boss in America. Life is good, but suspicion creeps in, and greed, rule-breaking and his high public profile all threaten to topple him.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBeyond the Law (1993)
Dan Saxon is an undercover cop who infiltrates a biker gang to nail the scum behind a drug-smuggling operation. In order to maintain the trust of the gang's leader, he must commit ever more dangerous and heinous crimes. Just how far 'beyond the law' will Saxon go?
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Wolf of Wall Street (2013)
A New York stockbroker refuses to cooperate in a large securities fraud case involving corruption on Wall Street, corporate banking world and mob infiltration. Based on Jordan Belfort's autobiography.
Why it matches: Recommended by TMDB viewers
Absolute CinemaMovies like thisForce of Evil (1950)
Lawyer Joe Morse wants to consolidate all the small-time numbers racket operators into one big powerful operation. But his elder brother Leo is one of these small-time operators who wants to stay that way, preferring not to deal with the gangsters who dominate the big-time.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Double (2011)
The mysterious murder of a US senator bearing the distinctive trademark of the legendary Soviet assassin 'Cassius', forces retired CIA operative, Paul Shepherson to team with rookie FBI agent, Ben Geary to solve the crime. Having spent his career chasing Cassius, Shepherdson is convinced his nemesis is long dead, but is pushed to take on the case by his former supervisor, Tom Highland. Geary, who wrote his Master's thesis on Shepherdson's pursuit of the Soviet killer, is certain that Cassius has resurfaced.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisCradle 2 the Grave (2003)
Gang leader Tony pulls off a major diamond heist with his crew, but cop-turned-criminal Ling knows who has the loot and responds by kidnapping Tony's daughter and holding her for ransom. Unfortunately, Tony's lost the diamonds as well. As he frantically searches for his daughter and the jewels, Tony pairs with a high-kicking government agent who once worked with Ling and seeks revenge on him.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBackdraft (1991)
Two feuding siblings carrying on a heroic family tradition as Chicago firefighters. But when a puzzling series of arson attacks is reported, they are forced to set aside their differences to solve the mystery surrounding these crimes.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisOut for Justice (1991)
Gino Felino is an NYPD detective from Brooklyn who knows everyone and everything in his neighborhood. Killing his partner was someone's big mistake... because he's now out for justice.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisRapid Fire (1992)
College student Jake Lo is pursued by smugglers, mobsters and crooked federal agents after he witnesses a murder by a Mafia kingpin.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisRaw Deal (1986)
Mark Kaminsky is kicked out of the FBI for his rough treatment of a suspect. He winds up as the sheriff of a small town in North Carolina. FBI Chief Harry Shannon, whose son has been killed by a mobster named Patrovina, enlists Kaminsky in a personal vendetta with a promise of reinstatement into the FBI if Patrovina is taken down. To accomplish this, he must go undercover and join Patrovina's gang.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisThe Rip (2026)
Trust frays when a team of Miami cops discovers millions in cash inside a run-down stash house, calling everyone — and everything — into question.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisExit Wounds (2001)
Maverick cop Orin Boyd always brings down the domestic terrorists he tracks, but he ruffles feathers with his unorthodox techniques -- and soon finds himself reassigned to the toughest district in Detroit. When he discovers a group of detectives secretly operating a drug ring, Boyd joins forces with an unlikely ally -- gangster Latrell Walker -- to bring down the rotten cops.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisRelay (2025)
A broker of lucrative payoffs between corrupt corporations and the individuals who threaten them breaks his own rules when a new client seeks his protection to stay alive.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisThe Racket (1951)
The big national crime syndicate has moved into town, partnering up with local crime boss Nick Scanlon. McQuigg, the only honest police captain on the force, and his loyal patrolman, Johnson, take on the violent Nick.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like Windy City Nights: City of Darkness?
The closest matches to Windy City Nights: City of Darkness are Triple 9 (2016), Maximum Risk (1996) and The Outfit (1973). Below are 17 more, each with the reason it matches.
What should I watch after Windy City Nights: City of Darkness?
Start with Triple 9 (2016), the closest match to Windy City Nights: City of Darkness.
What is the highest-rated movie like Windy City Nights: City of Darkness?
The Wolf of Wall Street (2013), rated 8.0/10 by 26,932 TMDB users.
What is the newest movie like Windy City Nights: City of Darkness?
The Rip (2026) is the most recent release on this list.
Are there English movies like Windy City Nights: City of Darkness?
Yes: Triple 9 (2016), Maximum Risk (1996) and The Outfit (1973).
How are movies similar to Windy City Nights: City of Darkness chosen?
First come films that Trakt’s viewers watch alongside Windy City Nights: City of Darkness, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.