Best movies like Chilly Scenes of Winter

A romantic comedy for all seasons

A unique, carefully handpicked, selection of the best movies like Chilly Scenes of Winter Starring John Heard, Mary Beth Hurt, Peter Riegert, Kenneth McMillan, and more. If you liked Chilly Scenes of Winter then you may also like: The Four Seasons, An Unmarried Woman, Violets are Blue, Waiting to Exhale, Waiting for Forever and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

Charles is a bored civil servant struggling through a harsh Utah winter. He spends most of his time reflecting on his romance with Laura, a coworker who left him to return to her husband, an A-Frame salesman.

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The Four Seasons

Three middle-aged wealthy couples take vacations together in Spring, Summer, Autumn and Winter. Along the way we are treated to mid-life, marital, parental and other crises.

An Unmarried Woman

A wealthy woman from Manhattan's Upper East Side struggles to deal with her new identity and her sexuality after her husband of 16 years leaves her for a younger woman.

Violets are Blue

After fifteen years of traveling around the world, Gussie (Spacek), a famous photographer, returns to the Maryland coastal resort where she grew up. She meets her high school sweetheart Henry (Kline), now married and running the local newspaper he's inherited from his father. An awkward and tension-filled romance ensues.

Waiting to Exhale

Cheated on, mistreated and stepped on, the women are holding their breath, waiting for the elusive "good man" to break a string of less-than-stellar lovers. Friends and confidants Vannah, Bernie, Glo and Robin talk it all out, determined to find a better way to breathe.

Waiting for Forever

A Hollywood-set romantic tale of a guy who is content to live his life without a job yet with the love of his life, a young actress.

5.4 / 10 2001 Drama Romance
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The Bread, My Sweet

Dominic works round the clock: nights making biscotti for his family's bakery in a working-class Italian neighborhood in Pittsburgh, then days downtown where he's a specialist in firing people at a company that negotiates mergers. He's thrown for a loop with he learns that Bella, an elderly neighbor who's his family's closest friend, has but a few months to live. All her life, she's saved money in coffee cans for her daughter, Lucca's, wedding, but Lucca is off in foreign lands, initially as a Peace Corps volunteer, and doesn't need a man. Dominic vows to bring Lucca home and convince her to marry him to fulfill Bella's most fervent wish. What will Lucca say?

When Harry Met Sally...

During their travel from Chicago to New York, Harry and Sally debate whether or not sex ruins a friendship between a man and a woman. Eleven years later, and they're still no closer to finding the answer.

With Six You Get Eggroll

Abby McClure, a widow with three sons, and Jake Iverson, a widower with a teenage daughter, begin dating and eventually decide to get married. But they're not prepared for the hostile reactions from their children, who are not very excited about the new union between the two families.

Once Around

Renata Bella feels like a failure at life and career. But when Renata attends a seminar on selling real estate, she finally finds True Love. Sam Sharpe, while a top-notch, successful salesman, is much older than Renata. She is swept away by his excessively flamboyant style and irrepressible nature. The very traits she finds romantic, however, lead to repeated conflict with her family, especially her beloved father Joe, leaving Renata trapped in the middle.

The Only Thrill

A small-town store owner with a comatose wife shares a long-term relationship with his seamstress.

Only You

A childhood incident has convinced Faith Corvatch that her true love is a guy named "Damon Bradley," but she has yet to meet him. Preparing to settle down and marry a foot doctor, Faith impulsively flies to Venice when it seems that she may be able to finally encounter the man of her dreams. Instead, she meets the charming Peter Wright. But can they fall in love if she still believes that she is intended to be with someone else?

Just Between Friends

Holly and Sandy strike up an instant friendship; they don't know however that they have more in common than they'd like. When tragedy strikes, their relationship is tested.

August

Set in 1890s North Wales over a long, hot August weekend, the Victorian calm of a household is suddenly upset with the arrival of a London couple who impose their city ways and thoughts on the more rurally based family. An adaptation of Anton Chekhov's play, "Uncle Vanya."

Blume in Love

Lawyer Stephen Blume, specialized in divorces, lives a paradoxical situation when, having his own marriage break up, is still in love with his ex-wife.

Cake

A travel writer improves her love life when she becomes an editor for her father's wedding magazine.

Carolina

A young woman escapes her wildly eccentric family in search for a life of normalcy.

Flirting with Forty

A divorcee has a passionate affair with a much younger surfing instructor in Hawaii.

Crossing Delancey

Isabelle's life revolves around the New York bookshop she works in and the intellectuals she befriends there. Her grandmother remains less than impressed and decides to hire a good old-fashioned Jewish matchmaker to help Isabelle's love-life along. Enter pickle-maker Sam who immediately takes to Isabelle. She however is irritated by the whole business, at least to start with.

A Night in the Life of Jimmy Reardon

A recent high school graduate is faced with two options, either go to a business school where his father wants him to go to, or get a full time job. However he decides to defy his father and go to Hawaii. Trouble is he has no money. Along the way he comes to understand his parents and eventually bonds with his father.

Darling Companion

The story of a woman who loves her dog more than her husband. And then her husband loses the dog.

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Chapter Two

George Schneider is an author whose wife had just died. His brother Leo gives him the number of Jennie Malone, and somehow they hit it off. And just when things are moving along, the memory of his first wife comes between them.

Changing Hearts

Based on Daniel Wright's award-winning play "Colored Eggs", is a drama/comedy about life, loss and love among an eccentric group of characters whose lives intersect under less than ideal circumstances.

Disappearing Acts

Zora Banks is a school teacher and aspiring singer hoping to become a successful star while taking a break from heartache. Franklin Swift is a down-on-his-luck construction worker and not-quite divorced father of two hoping to start his own business. The two meet and fall in love and during the course of the stormy relationship, they both come to some startling conclusions about love and each other.

Friends with Money

After she quits her lucrative job, Olivia finds herself unsure about her future and her relationships with her successful and wealthy friends.

Funny About Love

When Duffy Bergman, a New York cartoonist, meets Meg Lloyd, a gourmet chef, he discovers the love of his life and they marry -- yet love alone isn't enough to make them happy. Meg decides she wants to have a baby, a goal that initially makes Duffy frantic, but soon becomes his most important desire as well. When they are unable to have a baby, Meg begins concentrating on her career and the two slowly drift apart -- eventually separating. Later, when Duffy is speaking at a convention of the Delta Gamma sorority, he reveals that the Delta Gamma girls have always been his dream girls -- his Love Goddesses. There he meets the young and uninhibited Delta Gamma girl, Daphne Delillo. When Daphne moves to New York to work as a network sports reporter, their mutual attraction and Daphne's spontaneity spark an adventurous new relationship for Duffy. Now Duffy must decide which is more valuable to him -- the relationship he has given up, or the relationship he has always dreamed of having.

The Singles Ward

When Jonathan Jordan gets divorced he's thrust back into the world of being a single Mormon - a world who's ultimate goal is eternal marriage. Struggling to fit in, Jonathan decides to stop going to church only to be pursued by the members of the local singles ward who want to reactivate him. Nothing works until Jonathan falls for Cammie Giles, the ward activities director. Suddenly, going to church becomes much more appealing, But is he going for the right reasons?

Elena Undone

The wife of a pastor who preaches against homosexuality embarks on an affair with a female writer.

I Hate Valentine's Day

A love story set in Manhattan, where a florist who abides by a strict five-date-limit with any man finds herself wanting more with the new restaurateur in town.

Last Night

The story follows a married couple, apart for a night while the husband takes a business trip with a colleague to whom he's attracted. While he's resisting temptation, his wife encounters her past love.

Love Letters

An ambitious U.S. Senator reflects back on his life after the death of a woman whom he loved and kept in contact with only through correspondence.

With This Ring

After attending their friend Elise's (Sudano) wedding to Nate (Bishop) on New Year's Eve, Trista (Hall), a career-­driven talent agent, Viviane (Scott), a successful gossip columnist, and Amaya (Cooper), a struggling actress, make a pact to get married within the year to either a new love or a man waiting in the wings. But the close friends face their own set of challenges - Trista has not gotten over her commitment-­phobic ex-­boyfriend Damon (White), Viviane is secretly in love with Sean (George), the father of her son, and Amaya is desperate to break up her boyfriend Keith's (Sanders) unhappy marriage so they can live happily ever after. Each woman starts the year with high hopes and dreams of what will happen over the next 12 months... but will they all make it to the altar?

30 Years to Life

First of all, the title does not refer to someone sentenced to jail. It is a movie about 6 lifetime friends who are all hitting the big `3-0' together during the same year. Each one looks inside themselves to see where has my life gone and what am I going to do with my future. Actually, what I saw was a black Seinfeld comedy. Tracy Morgan, who is one of the main characters, is a struggling comedian just like Jerry Seinfeld. He gives his opinion of what women want in a man in one of his comedy routines. Melissa De Sousa is looking for a man before time runs out. She is just like Elaine in Seinfeld. I don't remember the big problem with turning thirty, however, all the characters in this movie can show you what they are, such as not having fame, riches, a husband, a thin body, and staying young. Their life stories are probably repeated many times around the world.

Two for the Seesaw

Jerry Ryan wanders aimlessly around New York after giving up his Nebraskan law practice. His wife asks for a divorce. He meets Gittel, a struggling dancer from Greenwich Village and they try to sort out their lives. An extended conversation piece with a static camera, but reflects the moral climate of the time.

Purple Violets

Patti Petalson is a promising writer, but her marriage and conventional job keep her from her dream. She longs to return to her writing, especially after running into her first love Brian Callahan, a successful crime novelist. Kate is Patti's best friend since college; she's a tough-talking schoolteacher who plays therapist to all Patti's problems, while she's got a few of her own.

The Lather Effect

On the eve of selling her mother's house, a thirty-something housewife wakes up to a hangover surrounded by her best friends from high school...

I'm Not Here

A man struggles with the tragic memories of his past to make sense of his present, but soon realizes that time isn't the enemy he thinks it is.

It's Your Turn, Laura

Large women with a zest for life gather weekly at a Montreal doctor's office to receive diet injections.

Heartbeat

A divorced father falls in love with a pregnant woman whose husband had abandoned her when he discovered she was expecting a child.

Expired

The film revolves around Claire, a kind soul who resents having to enforce the law at all times, and Jay, an angry Traffic Officer who loves his job, being the perfect outlet for his anger and frustrations. Coming both from a place of despair and loneliness, Jay and Claire meet and engage in a tumultuous relationship which will eventually teach them that love can spread redemption.

Chasing Destiny

A repossession agent falls in love with a woman whose father is high on his list of priority accounts.

A Cooler Climate

Iris is broke after her divorce and takes a job working as a housekeeper for a wealthy woman named Paula. When Paula and her husband separate, an unlikely friendship blossoms between the women.

5.0 / 10 2010 Drama Romance
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The Romantics

Alliances are tested when seven college pals reunite to watch two of their own say “I do” at a seaside wedding. But the maid of honor and the groom share a passionate history, and the bride isn’t the only one who’s wondering if it’s all in the past.

Lust for Love

Winning your childhood sweetheart can create more problems than it solves.

7.0 / 10 1978 Comedy Romance
suggested by: smilingface

House Calls

Charley is a surgeon who's recently lost his wife; he embarks on a tragicomic romantic quest with one woman after another until he meets up with Ann, a singular woman, closer to his own age, who immediately and unexpectedly captures his heart.

The Last of the Blonde Bombshells

After Elizabeth's husband dies, she begins to play her tenor saxophone again, and remembers when she was 15 and a member of the Blonde Bombshells, an all-girl (with one exception) swing band. Accompanied by the exception and urged on by her grand-daughter, Elizabeth hunts up all the old members of the band and urges them to perform, and in doing so, learns more than she knew about the band, its members, the roses on the drum set, and herself--the last of the Blonde Bombshells.

All Relative

Things couldn't be going better for Harry and Grace, a young New York City couple in love, until Grace's mother turns Harry's world upside down.

A Business Affair

This is the story of the lovely Kate Swallow and the loves of her life. At the start she is with Alec Bolton, a noted author, who discourages her when she wants to write a novel. Later she is swept off her feet by Alecs publisher, Vanni Corso, and leaves Alec for Vanni. She writes another novel and Vanni tells her he doesn't think the book will sell. Both of their actions are an indication of their vanity and fear of losing her.

Marine Life

Marine Life revolves around the choatic family life of June, a middle-aged lounge singer and mother. Aging and twice divorced, lounge singer June Nordstrom tries to cope with her fading beauty, her troubled offspring, her waning career and her young lover, who begins seeing a woman his age behind June's back.

Breaking Upwards

'Breaking Upwards' explores a young, real-life New York couple who, four years in and battling codependency, decide to intricately strategize their own break up. Based on an actual experiment devised by director/actor Daryl Wein and actress Zoe Lister-Jones, the film loosely interprets a year in their lives exploring alternatives to monogamy, and the madness that ensues. An uncensored look at young love, lust, and the pangs of codependency, 'Breaking Upwards' follows its characters as they navigate each others' emotions across the city they love. It begs the question: is it ever possible to grow apart together?

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