Most Similar Movies to Sidewalk Stories (1989)
If you are looking for movies like Sidewalk Stories (1989), you might like movies tagged with keyword : independent film, black and white film, silent film, street life, homelessness, social realism, comedy, drama, heartwarming, underclass, humanity, father-daughter relationship, satire, nostalgia, low budget, experimental film, social commentary, heartwarming comedy, urban loneliness, struggle for survival .
Paper Moon (1973), Curly Sue (1991), Someone Else's America (1995), Adam & Paul (2004), Citizen Ruth (1996), We Married Margo (2000), The Lady in the Van (2015) ... Let's take a look at the following list...

Paper Moon (1973)
During the Great Depression, a con man finds himself saddled with a young girl who may or may not be his daughter, and the two forge an unlikely partnership.
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Curly Sue (1991)
A homeless man and his young companion, who survive by conning people, meet a woman who may need them even more than they need her.
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Someone Else's America (1995)
This tale take place in a bar. The Spanish Alonso and his blind mother run this place. Bay, who is Alonso's friend live here too. This story tells something about Alonso and Bay and the "American Dream".
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Adam & Paul (2004)
2 heroin addicts negotiate their way through Dublin's city centre, encountering friends and family as they search for their next fix.
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Citizen Ruth (1996)
An irresponsible, drug-addicted, recently impregnated woman finds herself in the middle of an abortion debate when both parties attempt to sway her to their respective sides.
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We Married Margo (2000)
Based on a true story (written by and starring the two dingbats who lived it). It's about two men who both used to be married to the same woman. Now divorced from her, they move in together to try to straighten out their lives, and end up driving each other crazy.
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The Lady in the Van (2015)
A man forms an unexpected bond with a transient woman living in her van that's parked in his driveway.
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Pop Aye (2017)
On a chance encounter, a disenchanted architect bumps into his long-lost elephant on the streets of Bangkok. Excited, he takes his elephant on a journey across Thailand, in search of the farm where they grew up together.
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The Kid (1921)
The Little Tramp (Charlie Chaplin) raises the abandoned child (Jack Coogan) of an unwed mother (Edna Purviance).
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Citizens Band (1977)
A look at the CB radio craze as seen through the intertwining lives of an enthusiast and a philandering truck driver.
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Computer Chess (2013)
A 1980s-set story centered around a man vs. machine chess tournament.
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Car Wash (1976)
A comedic take on the daily life of car-wash employees, chronicling their hopes, fears, joys, dreams, and tribulations, and meeting some eccentric customers along the way.
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Free and Easy (1930)
A bumbling manager tries to get a small town beauty contest winner into the movies.
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Pranzo di Ferragosto (2008)
In order to work off a debt, a man (Gianni Di Gregorio) takes care of four elderly women during an important Italian holiday.
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The Gold Rush (1925)
A prospector goes to the Klondike in search of gold and finds it and more.
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Guantanamera (1994)
A woman (Mirta Ibarra) and her companions (Carlos Cruz, Raúl Eguren) have odd encounters while transporting her aunt's corpse across Cuba.
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Down by Law (1986)
Two innocent people are arrested. An interesting third person, with broken English, joins them in their cell. On his idea, they decide to escape from the prison. Their journey is the rest of the movie.
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Clerks (1994)
A day in the lives of two convenience clerks named Dante and Randal as they annoy customers, discuss movies, and play hockey on the store roof.
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