Movies Like Goin' to Chicago

If you liked Goin' to Chicago (1990), a drama movie directed by Paul Leder, 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
What Maisie Knew (2013)
★ 7.1/10Also drama
In New York City, six-year-old Maisie is caught in the middle of a bitter custody battle between her self-absorbed parents—an aging rock singer mother and a distracted art dealer father. As both quickly marry new…
2
Hounddog (2008)
★ 6.5/10Also drama
A drama set in the American South, where a precocious, troubled girl finds a safe haven in the music and movement of Elvis Presley.
3
All Day and a Night (2020)
★ 6.3/10Also drama
While serving life in prison, a young man looks back at the people, the circumstances and the system that set him on the path toward his crime.
4
Eleanor the Great (2025)
★ 6.8/10Also drama
94-year-old Eleanor Morgenstein tries to rebuild her life after the death of her best friend. As a result, she moves back to New York City after living in Florida for decades.
5
Fast Girls (2012)
★ 6/10Also drama
A street smart runner develops an intense rivalry with an equally ambitious wealthy young athlete.
6
Herself (2020)
★ 6.7/10Also drama
Struggling to provide her daughters with a safe, happy home, Sandra decides to build one - from scratch. Using all her ingenuity to make her ambitious dream a reality, Sandra draws together a community to lend a…
7
Brotherly Love (2015)
★ 7/10Also drama
West Philadelphia basketball star Sergio Taylor deals with the pressures of fame while his brother and sister have their own issues with ambition.
8
Call Me Crazy: A Five Film (2013)
★ 7/10Also drama
A psychotherapist helps a law student cope with schizophrenia in one of five interconnected tales dealing with mental illness.
9
Bastard Out of Carolina (1996)
★ 7.1/10Also drama
A poor, struggling South Carolinian mother and daughter face painful choices with their resolve and pride. Bone, the eldest daughter, and Anney her tired mother, grow both closer and farther apart: Anney sees Glen as…
10
Charm City Kings (2020)
★ 7.8/10Also drama
Mouse desperately wants to join The Midnight Clique, the infamous Baltimore dirt bike riders who rule the summertime streets. When Midnight’s leader, Blax, takes 14-year-old Mouse under his wing, Mouse soon finds…
11
Light It Up (1999)
★ 6.6/10Also drama
On a winter day in a southside Queens high school, events collide and six students are suddenly in an armed standoff with the NYPD. At the school, classrooms freeze, teachers come and go, resources are scant.
12
The Young One (1960)
★ 7/10Also drama
A jazz musician seeks refuge from a lynch mob on a remote island, where he meets a hostile game warden and the young object of his attentions.
13
The Lords of Discipline (1983)
★ 6.6/10Also drama
Will arrives for his last year at Military Academy, in the Deep South USA, in the 1960's. A black student, Pearce, has been accepted, for the first time and Will is asked to keep an eye out for the inevitable racism…
14
Holy Lands (2019)
★ 6.1/10Also drama
When lapsed Jew and former cardiologist Harry suddenly decides to spend his retirement as a pig farmer in Nazareth, Israel, the move deeply shocks his family and his new neighbours. Back in New York, Harry’s ex-wife…
15
F.I.S.T. (1978)
★ 6.5/10Also drama
Johnny Kovak joins the Teamsters trade-union in a local chapter in the 1930s and works his way up in the organization. As he climbs higher and higher his methods become more ruthless and finally senator Madison starts…
16
Xiu Xiu: The Sent-Down Girl (1998)
★ 7.2/10Also drama
Young teen girl Xiu Xiu is sent away to a remote corner of the Sichuan steppes for manual labor in 1975 (sending young people to there was a part of Cultural Revolution in China). A year later, she agrees to go to even…
17
My Dinner with Hervé (2018)
★ 6.3/10Also drama
An unlikely friendship evolves over one wild night in LA between a struggling journalist and actor Hervé Villechaize, the world's most famous gun-toting dwarf, resulting in life-changing consequences for both.
18
The Sound of Silence (2019)
★ 5.9/10Also drama
A successful "house tuner" in New York City, who calibrates the sound in people's homes in order to adjust their moods, meets a client with a problem he can't solve.
19
True Colors (1991)
★ 6.2/10Also drama
Two law school friends find themselves at odds when one becomes a Justice Department lawyer and the other goes into politics.
20
Hands of Stone (2016)
★ 6.6/10Also drama
The legendary Roberto Duran and his equally legendary trainer Ray Arcel change each other's lives.