Movies Like Windy City Nights: City of Darkness

If you liked Windy City Nights: City of Darkness, a movie directed by Connor Noble, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Triple 9 (2016)
★ 6/10
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.
2
Maximum Risk (1996)
★ 5.8/10
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…
3
Safe (2012)
★ 6.5/10
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…
4
Dick Tracy (1990)
★ 6.2/10
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.
5
The Outfit (1973)
★ 6.8/10
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…
6
The Wolf of Wall Street (2013)
★ 8/10
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.
7
Cradle 2 the Grave (2003)
★ 6.1/10
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…
8
Gotti (1996)
★ 6.6/10
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…
9
Beyond the Law (1993)
★ 6.3/10
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…
10
Out for Justice (1991)
★ 6.2/10
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.
11
Backdraft (1991)
★ 6.7/10
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…
12
The Rip (2026)
★ 7.1/10
Trust frays when a team of Miami cops discovers millions in cash inside a run-down stash house, calling everyone — and everything — into question.
13
The Double (2011)
★ 5.8/10
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…
14
The Pope of Greenwich Village (1984)
★ 6.4/10
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…
15
Raw Deal (1986)
★ 5.9/10
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…
16
Exit Wounds (2001)
★ 5.9/10
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…
17
Relay (2025)
★ 7/10
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.
18
Force of Evil (1950)
★ 6.7/10
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…
19
Rapid Fire (1992)
★ 6.4/10
College student Jake Lo is pursued by smugglers, mobsters and crooked federal agents after he witnesses a murder by a Mafia kingpin.
20
Cash Out (2024)
★ 6.2/10
Criminal mastermind Mason is about to execute the score of a lifetime when his lover and key member of his crew, Decker, takes the team down and reveals she’s an undercover Interpol agent. Heartbroken, Mason escapes…