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poster
The Roku Channel
89
8.3
/29256/
79
/770/
75
/320/
4.4
/50913/
98
/60/
92
/881/
98
/19/
cc age 13+

Hoop Dreams (1994)
Every school day, African-American teenagers William Gates and Arthur Agee travel 90 minutes each way from inner-city Chicago to St. Joseph High School in Westchester, Illinois, a predominately white suburban school well-known for the excellence of its basketball program. Gates and Agee dream of NBA stardom, and with the support of their close-knit families, they battle the social and physical obstacles that stand in their way. This acclaimed documentary was shot over the course of five years.
poster
Amazon Prime Video
89
8.2
/300850/
80
/4812/
80
/3721/
4.3
/330608/
95
/74/
94
/5921/
98
/19/
cc age 11+

Some Like It Hot (1959)
Two musicians witness a mob hit and need to quickly find a way out of Chicago. Their only opportunity comes in the form of joining an all-girl band as they prepare to leave on a tour. The two disguise themselves as women and struggle to keep their identities secret as the gangsters close in.
poster
87
8.2
/296493/
82
/5040/
80
/2814/
4.2
/171954/
93
/107/
95
/3575/
83
/17/
cc age 13+

The Sting (1973)
A novice con man teams up with an acknowledged master to avenge the murder of a mutual friend by pulling off the ultimate big con and swindling a fortune from a big-time mobster.
poster
Kanopy
85
7.7
/67579/
74
/1374/
75
/1106/
4.1
/149233/
94
/66/
89
/1295/
94
/20/
cc age 14+

Days of Heaven (1978)
In 1916, a Chicago steel worker accidentally kills his supervisor and flees to the Texas panhandle with his girlfriend and little sister to work harvesting wheat in the fields of a stoic farmer.
poster
AMC
84
7.8
/340750/
77
/9316/
74
/4579/
3.9
/263489/
96
/84/
89
/6872/
87
/33/
cc age 13+

The Fugitive (1993)
Wrongfully convicted of murdering his wife and sentenced to death, Richard Kimble escapes from the law in an attempt to find the real killer and clear his name.
poster
Netflix
83
7.8
/463645/
75
/16460/
75
/7246/
3.9
/845547/
95
/468/
86
/325/
94
/55/
cc age 17+

The Irishman (2019)
Pennsylvania, 1956. Frank Sheeran, a war veteran of Irish origin who works as a truck driver, accidentally meets mobster Russell Bufalino. Once Frank becomes his trusted man, Bufalino sends him to Chicago with the task of helping Jimmy Hoffa, a powerful union leader related to organized crime, with whom Frank will maintain a close friendship for nearly twenty years.
poster
MGM Plus
83
7.7
/60875/
74
/1020/
75
/667/
4.0
/58364/
90
/105/
88
/1362/
86
/18/
cc age 14+

Ordinary People (1980)
Beth, Calvin, and their son Conrad are living in the aftermath of the death of the other son. Conrad is overcome by grief and misplaced guilt to the extent of a suicide attempt. He is in therapy. Beth had always preferred his brother and is having difficulty being supportive to Conrad. Calvin is trapped between the two trying to hold the family together.
poster
Criterion Channel
82
7.7
/32752/
74
/727/
74
/654/
3.8
/47228/
98
/51/
87
/796/
90
/12/

Scarface (1932)
In 1920s Chicago, Italian immigrant and notorious thug, Antonio 'Tony' Camonte, aka Scarface, shoots his way to the top of the mobs while trying to protect his sister from the criminal life.
poster
Amazon Prime Video
82
7.5
/148813/
75
/9189/
73
/2551/
3.8
/253208/
98
/306/
88
/1351/
86
/47/
cc age 15+

The Big Sick (2017)
Pakistan-born comedian Kumail Nanjiani and grad student Emily Gardner fall in love but struggle as their cultures clash. When Emily contracts a mysterious illness, Kumail finds himself forced to face her feisty parents, his family's expectations, and his true feelings.
poster
HBO Max Amazon Channel
81
IMDb 44
7.6
/319398/
76
/14924/
75
/2995/
4.1
/2859543/
97
/418/
96
/9439/
84
/55/
cc age 16+

Sinners (2025)
Trying to leave their troubled lives behind, twin brothers return to their hometown to start again, only to discover that an even greater evil is waiting to welcome them back.
poster
Netflix
81
7.4
/96660/
75
/4238/
73
/1636/
4.0
/319719/
96
/358/
95
/178/
84
/49/
cc age 15+

Judas and the Black Messiah (2021)
Bill O'Neal infiltrates the Black Panthers on the orders of FBI Agent Mitchell and J. Edgar Hoover. As Black Panther Chairman Fred Hampton ascends—falling for a fellow revolutionary en route—a battle wages for O’Neal’s soul.
poster
81
7.4
/197449/
75
/4687/
71
/2110/
3.6
/234320/
91
/165/
90
/11150/
79
/35/
cc age 16+

High Fidelity (2000)
After his long-time girlfriend dumps him, a thirty-year-old record store owner seeks to understand why he is unlucky in love while recounting his "top five breakups of all time".
poster
HBO Max Amazon Channel
81
7.3
/151364/
73
/5655/
75
/3858/
4.0
/577213/
94
/322/
75
/1152/
94
/45/
cc age 16+

Carol (2015)
In 1950s New York, a department-store clerk who dreams of a better life falls for an older, married woman.
poster
Amazon Prime Video
80
7.2
/17413/
72
/1041/
72
/316/
3.7
/33426/
96
/196/
97
/529/
77
/48/
cc age 13+

Till (2022)
The true story of Mamie Till Mobley’s relentless pursuit of justice for her 14 year old son, Emmett Till, who, in 1955, was lynched while visiting his cousins in Mississippi.
poster
MGM Plus
80
7.7
/282068/
77
/12124/
73
/4848/
3.8
/516738/
97
/73/
89
/12276/
78
/18/
cc age 14+

Airplane! (1980)
An ex-fighter pilot forced to take over the controls of an airliner when the flight crew succumbs to food poisoning.
poster
80
7.2
/5098/
68
/109/
67
/77/
3.8
/9867/
96
/26/
78
/119/
87
/10/

Medium Cool (1969)
John Cassellis is the toughest TV news reporter around. After extensively reporting about violence and racial tensions in poor communities, he discovers that his network is helping the FBI by granting them access to his footage to find suspects.
poster
Kanopy
80
7.6
/6668/
76
/340/
72
/144/
3.8
/8586/
93
/120/
86
/107/
77
/25/

Best of Enemies (2015)
A documentary about the legendary series of nationally televised debates in 1968 between two great public intellectuals, the liberal Gore Vidal and the conservative William F. Buckley Jr. Intended as commentary on the issues of their day, these vitriolic and explosive encounters came to define the modern era of public discourse in the media, marking the big bang moment of our contemporary media landscape when spectacle trumped content and argument replaced substance. Best of Enemies delves into the entangled biographies of these two great thinkers, and luxuriates in the language and the theater of their debates, begging the question, "What has television done to the way we discuss politics in our democracy today?"
poster
MGM Plus
79
7.6
/176354/
76
/6091/
72
/2092/
3.8
/245215/
93
/68/
87
/5807/
72
/22/
cc age 15+

Planes, Trains and Automobiles (1987)
An irritable marketing executive, Neal Page, is heading home to Chicago for Thanksgiving when a number of delays force him to travel with a well meaning but overbearing shower curtain ring salesman, Del Griffith.
poster
Paramount+ Amazon Channel
79
7.2
/253937/
74
/5433/
71
/2792/
4.0
/423751/
87
/260/
83
/17475/
81
/39/
cc age 14+

Chicago (2002)
Murderesses Velma Kelly and Roxie Hart find themselves on death row together and fight for the fame that will keep them from the gallows in 1920s Chicago.
poster
Netflix
79
7.7
/203005/
77
/7349/
76
/3228/
3.8
/397305/
89
/344/
90
/453/
76
/49/
cc age 16+

The Trial of the Chicago 7 (2020)
What was supposed to be a peaceful protest turned into a violent clash with the police. What followed was one of the most notorious trials in history.
poster
Amazon Prime Video
78
7.4
/46763/
74
/1579/
72
/784/
4.1
/175717/
80
/86/
81
/468/
78
/8/

Thief (1981)
Frank is an expert professional safecracker, specialized in high-profile diamond heists. He plans to use his ill-gotten income to retire from crime and build a nice life for himself complete with a home, wife and kids. To accelerate the process, he signs on with a top gangster for a big score.
poster
Netflix
77
7.5
/1164/
73
/72/
69
/15/
3.7
/1521/
100
/13/
97
/17/
71
/5/
cc age 14+

The Saint of Second Chances (2023)
Mike Veeck, son of MLB franchise owner Bill Veeck, blows up his father's career. Exiled from the game he loves, the younger Veeck spends the next few decades clawing his way up from rock bottom, determined to redeem himself.
poster
HBO Max Amazon Channel
77
7.6
/1613/
73
/88/
56
/42/
3.9
/4486/
100
/67/
68
/12/
81
/18/

The Janes (2022)
Defying the state legislature that outlawed abortion, the Catholic Church that condemned it, and the Chicago Mob that was profiting from it, the members of “Jane” risked their personal and professional lives to support women with unwanted pregnancies. In the pre-Roe v. Wade era — a time when abortion was a crime in most states and even circulating information about abortion was a felony in Illinois — the Janes provided low-cost and free abortions to an estimated 11,000 women.
poster
Netflix
77
7.2
/83911/
73
/4732/
70
/1264/
3.5
/103033/
86
/173/
92
/157/
69
/39/
cc age 15+

The Outfit (2022)
Leonard is an English tailor who used to craft suits on London’s world-famous Savile Row. After a personal tragedy, he’s ended up in Chicago, operating a small tailor shop in a rough part of town where he makes beautiful clothes for the only people around who can afford them: a family of vicious gangsters.
poster
Netflix
77
6.9
/60294/
68
/2065/
66
/1218/
3.5
/139903/
97
/318/
72
/171/
87
/46/
cc age 15+

Ma Rainey's Black Bottom (2020)
Tensions rise when the trailblazing Mother of the Blues and her band gather at a Chicago recording studio in 1927. Adapted from August Wilson's play.
poster
Kanopy
77
7.8
/349603/
78
/8248/
77
/5991/
3.8
/284529/
83
/76/
89
/7511/
79
/16/
cc age 16+

The Untouchables (1987)
Elliot Ness, an ambitious prohibition agent, is determined to take down Al Capone. In order to achieve this goal, he forms a group given the nickname “The Untouchables”.
poster
MGM Plus
77
7.8
/410019/
79
/14738/
75
/5201/
4.0
/1226663/
83
/80/
92
/28535/
61
/13/
cc age 12+

Ferris Bueller's Day Off (1986)
After high school slacker Ferris Bueller successfully fakes an illness in order to skip school for the day, he goes on a series of adventures throughout Chicago with his girlfriend Sloane and best friend Cameron, all the while trying to outwit his wily school principal and fed-up sister.
poster
Netflix
76
6.8
/1340/
66
/100/
66
/31/
3.7
/5849/
93
/75/
82
/23/
76
/21/
cc age 10+

We Grown Now (2024)
In 1992 Chicago, a story of two young legends in their own right begins. As wide-eyed and imaginative best friends Malik and Eric traverse the city, looking to escape the mundaneness of school and the hardships of growing up in public housing, their unbreakable bond is challenged when tragedy shakes their community just as they are learning to fly.
poster
Kanopy
76
7.7
/275510/
77
/6520/
77
/3703/
4.0
/379765/
77
/47/
89
/3813/
47
/18/
cc age 17+

Primal Fear (1996)
Defense attorney Martin Vail takes on jobs for money and prestige rather than any sense of the greater good. His latest case involves an altar boy, accused of brutally murdering the archbishop of Chicago. Vail finds himself up against his ex-pupil and ex-lover, but as the case progresses and the Church's dark secrets are revealed, Vail finds that what appeared a simple case takes on a darker, more dangerous aspect.
poster
76
7.9
/226324/
79
/8218/
77
/4426/
4.0
/263048/
71
/91/
92
/10456/
60
/12/
cc age 16+

The Blues Brothers (1980)
Jake Blues, just released from prison, puts his old band back together to save the Catholic home where he and his brother Elwood were raised.
poster
76
6.8
/108159/
69
/6745/
64
/2406/
3.5
/143605/
91
/425/
62
/987/
84
/57/
cc age 16+

Widows (2018)
A police shootout leaves four thieves dead during an explosive armed robbery attempt in Chicago. Their widows have nothing in common except a debt left behind by their spouses' criminal activities. Hoping to forge a future on their own terms, they join forces to pull off a heist.
poster
76
6.8
/106656/
70
/3049/
66
/1404/
3.4
/122178/
93
/54/
73
/2018/
75
/9/
cc age 16+

Risky Business (1983)
Meet Joel Goodson, an industrious, college-bound 17-year-old and a responsible, trustworthy son. However, when his parents go away and leave him home alone in the wealthy Chicago suburbs with the Porsche at his disposal he quickly decides he has been good for too long and it is time to enjoy himself. After an unfortunate incident with the Porsche Joel must raise some cash, in a risky way.
poster
Hulu
75
7.0
/4982/
70
/580/
70
/87/
3.5
/12154/
95
/19/
91
/53/
64
/4/

Pinball: The Man Who Saved the Game (2023)
The dramatic comedy is based on the true story of writer and pinball wizard Roger Sharpe, chronicling his journey to overturn New York City’s 35-year ban on pinball.
poster
Amazon Prime Video
75
7.0
/43691/
67
/1285/
67
/754/
3.5
/62650/
89
/66/
71
/937/
80
/22/

Henry: Portrait of a Serial Killer (1986)
Arriving in Chicago, Henry moves in with ex-con acquaintance Otis and starts schooling him in the ways of the serial killer.
poster
74
6.9
/18597/
71
/429/
67
/248/
3.5
/11581/
76
/21/
70
/405/
75
/11/
cc age 13+

Lucas (1986)
A brilliant but socially inept 14-year-old experiences heartbreak for the first time when his two best friends – Cappie, an older-brother figure, and Maggie, the new girl with whom he is in love – fall for each other.
poster
Amazon Prime Video
74
7.3
/165100/
74
/4728/
71
/2276/
3.6
/69027/
75
/57/
79
/2721/
62
/24/
cc age 15+

The Negotiator (1998)
The police try to arrest expert hostage negotiator Danny Roman, who insists he's being framed for his partner's murder in what he believes is an elaborate conspiracy. Thinking there's evidence in the Internal Affairs offices that might clear him, he takes everyone in the office hostage and demands that another well-known negotiator be brought in to handle the situation and secretly investigate the conspiracy.
poster
79
73
7.6
/8980/
74
/154/
71
/108/
3.7
/6231/
100
/10/
84
/157/
76
/8/

The Snake Pit (1948)
Virginia Cunningham is confused upon finding herself in a mental hospital, with no memory of her arrival at the institution. Tormented by delusions and unable to even recognize her husband, Robert, she is treated by Dr. Mark Kik, who is determined to get to the root of her mental illness. As her treatment progresses, flashbacks depict events in Virginia's life that may have contributed to her instability.
poster
Kanopy
73
6.3
/10309/
70
/638/
56
/197/
3.2
/5596/
92
/159/
71
/284/
74
/42/
cc age 13+

Southside with You (2016)
Chronicles a single day in the summer of 1989 when the future president of the United States, Barack Obama, wooed his future First Lady on an epic first date across Chicago's South Side.
poster
73
7.0
/182791/
69
/7373/
66
/3382/
3.3
/188653/
91
/199/
75
/2194/
77
/31/
cc age 16+

The Gift (2015)
Simon and Robyn are a young married couple whose life is going as planned until a chance run-in with Simon's high school acquaintance sends their world into a tailspin.
poster
Disney Plus
72
6.8
/123367/
71
/3247/
70
/1917/
3.6
/210340/
81
/62/
79
/5807/
67
/20/
cc age 11+

While You Were Sleeping (1995)
A transit worker pulls commuter Peter off railway tracks after he's mugged, but—while he's in a coma—his family mistakenly thinks she's Peter's fiancée, and she doesn't correct them. Things get more complicated when she falls for his brother, who's not quite sure that she's who she claims to be.
poster
72
7.0
/4016/
69
/34/
61
/58/
3.6
/3097/
69
/13/
81
/65/

A Wedding (1978)
Muffin's wedding to Dino Corelli is to be a big affair. Except the ageing priest isn't too sure of the ceremony, only the families actually turn up as the Corelli Italian connection is suspect, security guards watch the gifts rather over-zealously, and Dino's grandma expires in bed just as the reception starts. Could be quite an occasion.
poster
72
7.3
/1476/
64
/30/
57
/17/
3.5
/714/
80
/85/
77
/210/
69
/24/

Chicago 10 (2008)
Archival footage, animation and music are used to look back at the eight anti-war protesters who were put on trial following the 1968 Democratic National Convention.
poster
72
7.1
/11531/
73
/294/
63
/124/
3.4
/6310/
79
/34/
70
/179/
67
/12/
cc age 11+

My Bodyguard (1980)
Clifford Peache, an easygoing teenager, is finding less than easy to fit in at his new high school, where a tough-talking bully terrorizes his classmates and extorts their lunch money. Refusing to pay up, Clifford enlist the aid of an overgrown misfit whose mere presence intimidates students and teachers alike. But their "business relationship" soon turns personal as Clifford and the troubled loner forge a winning alliance against their intimidators - and a very special friendship with each other.
poster
Hulu
71
6.5
/7153/
67
/388/
64
/199/
3.3
/10586/
82
/134/
87
/26/
62
/35/
cc age 14+

Call Jane (2022)
A married woman with an unwanted pregnancy lives in a time in America where she can't get a legal abortion and works with a group of suburban women to find help.
poster
MGM Plus
71
6.9
/6354/
67
/137/
65
/116/
3.6
/5033/
93
/15/
75
/78/
58
/8/

Dillinger (1973)
After a shoot-out kills five FBI agents in Kansas City the Bureau target John Dillinger as one of the men to hunt down. Waiting for him to break Federal law they sort out several other mobsters, while Dillinger's bank robbing exploits make him something of a folk hero. Escaping from jail he finds Pretty Boy Floyd and Baby Face Nelson have joined the gang and pretty soon he is Public Enemy Number One. Now the G-men really are after him.
poster
76
71
7.1
/6051/
74
/210/
68
/66/
3.7
/7566/
85
/52/
88
/243/
72
/8/

Cooley High (1975)
In the mid-1960s, a group of high school friends who live on the Near North Side of Chicago enjoy life to the fullest...parties, hanging out, meeting new friends. Then life changes for two of the guys when they are falsely arrested in connection with stealing a Cadillac. We follow their lives through to the dramatic end of high school.
poster
Kanopy
70
6.9
/23483/
71
/605/
67
/410/
3.5
/17389/
82
/49/
68
/211/
76
/14/
cc age 10+

Tucker: The Man and His Dream (1988)
Ypsilanti, Michigan, 1945. Engineer Preston Tucker dreams of designing the car of future, but his innovative envision will be repeatedly sabotaged by his own unrealistic expectations and the Detroit automobile industry tycoons.
poster
73
69
7.4
/11274/
74
/231/
67
/166/
3.6
/7280/
81
/21/
74
/147/

Call Northside 777 (1948)
In 1932, a cop is killed and Frank Wiecek sentenced to life. Eleven years later, a newspaper ad by Frank's mother leads Chicago reporter P.J. O'Neal to look into the case. For some time, O'Neal continues to believe Frank guilty. But when he starts to change his mind, he meets increased resistance from authorities unwilling to be proved wrong.


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