25 Best Romantic Comedies on Amazon Prime For a Cozy Night

We all want to laugh and love. Be it a bad day we want to forget or just to preserve that warm sensation of enjoying life at its fullest, romantic comedies have the power to both warm the heart and inspire one to go out and spread the love. There was a time when I believed that all romantic comedies were the same and to some extent this is true. Most follow a rigid formula of two people falling for each other, often going through a rollercoaster of emotions before reaching the inevitable moment of connection. But over time, I’ve come to discover the sub-genre has so much to offer, from period pieces to anthologies to mysteries and heists. And it’s comforting to know that Amazon Prime has a number of these unique films to offer, some of which they’ve produced through their own studios. Here is a selection of Amazon Prime’s most notable of romantic comedies.

The Big Sick (2017)

IMDB Score 7.6/10

Comedian Kumail Nanjiani plays himself in a semi-biographical story of how he met his wife and stuck with her when she was incredibly sick. While his girlfriend was in a coma, Kumail learned to connect with her parents played by Holly Hunter and Ray Romano. Equal parts hilarious and sad, The Big Sick has a lot of emotion running through its well-paced story to evoke laughter and tears.

Love and Friendship (2016)

IMDB Score 6.4/10

In this comedic period piece, romance is in the works when Lady Susan Vernon comes home with a plan of hooking up her daughter with a young suitor. But her tactics becomes tricky and mysterious amid her charms and grace. Well-written and exceptionally directed, this film takes Jane Austen’s strong writing for romance and gives it a strong edge of romantic comedy with an 18th-century glaze.

Cafe Society (2016)

IMDB Score 6.6/10

1930s Hollywood becomes the setting for the young Bobby Dorfman with dreams of fame and fortune amid the beauty of acting communities. But when he has his heartbroken from the experience, he returns home to New York and become a nightclub owner where he finds new and old loves clashing for his status.

Destination Wedding (2018)

IMDB Score 6/10

Winona Ryder and Keanu Reeves play two strangers who don’t get along, headed to the same wedding location. Need we say more? Ryder and Reeves have amazing chemistry as they bicker and argue to a degree where they’re equally as charming in their odd senses of scathing humor and commentary. Even their makeout sessions are a real hoot as they can’t stop with great banter.

The Accidental Husband (2008)

IMDB Score 5.6/10

Uma Thurman plays a radio host who is about to be married to the man of her dreams. There’s only one problem; it seems she already has a husband (Jeffrey Dean Morgan) she didn’t know about. Morgan’s character is seeking revenge on Thurman for her advice that damaged his relationships. But he may just end up falling for this woman he is duping.

Two Night Stand (2014)

IMDB Score 6.4/10

Miles Teller and Analeigh Tipton play two people who hook up online but find themselves shacking up together when a New York storm snows them in an apartment. And what starts as a one night stand turns into far more than one more cold night spent together. It’s a rollercoaster of emotions for two people who find themselves coming together during snowy days.

Adore (2013)

IMDB Score 6.2/10

Robin Wright and Naomi Watts find themselves an awkward situation when they start having affairs with each other’s sons. It’s a relationship that won’t last, however, not just because it’s bizarre but because the boys start favoring girls their own age. Not exactly the most orthodox of romantic comedies with robbing of the cradle.

Who Gets the Dog? (2016)

IMDB Score 4.9/10

Divorce can be messy when it comes to kids. But for Alicia Silverstone and Ryan Kwanten, they have a battle over their own dog, deciding who should receive custody of their beloved Labrador Retriever, Wesley. Both trying to prove who is more worthy, they start pulling strange and ridiculous stunts to gain control of the dog. But maybe their love for the dog can bring them back together again. After all the hilarious theatrics, of course.

What If (2013)

IMDB Score 6.8/10

Daniel Radcliffe plays a med-school drop-out who desperately wants to ask his lovely artist friend Zoe Kazan to be his girlfriend. The only problem is that she already has a boyfriend. But when it’s clear that the two have real feelings for each other, their relationship becomes all the more complicated.

Ghost Town (2008)

IMDB Score 6.7/10

Ricky Gervais stars as a dentist who has a near-death experience during surgery. After recovering, he discovers he has the ability to speak with all of the ghosts in town. And they all have issues they need to resolve. One such ghost is played by Greg Kinnear as a recently diseased person that needs to patch things up with his wife played by Téa Leoni.

Charade (1963)

IMDB Score 8/10

Considered one of the greatest romantic comedies ever made because, come on, it’s Cary Grant and Audrey Hepburn. How could you go wrong? They fall for each other on a ski trip and soon find themselves falling for each other as they become mixed up in an adventure of murder, money, and World War II cronies. The chemistry between the bickering Grant and Hepburn is some of the most brilliant back-and-forth ever put to the big screen.

Pal Joey (1957)

IMDB Score 6.8/10

Frank Sinatra plays a singer with a dream of his own nightclub. The only thing holding him back from that dream is being constantly distracted by the allure of women. But he loves them too much that he’s caught in a love triangle between Kim Novak as a choir singer and Rita Hayworth as a dancer. Who will Joey choose with two such lovely women vying for his heart?

Breakfast at Tiffany’s (1961)

IMDB Score 7.7/10

How could one forget Audrey Hepburn’s most iconic of films? Based on the novella by Truman Capote, Hepburn plays an extroverted socialite that soon finds herself attracted to the newest young man to her apartment building, played by George Peppard. The only problem is that her past may be a problem when it comes to making this relationship work. Easily the most decadent of romantic comedies on this list.

Paris, je t’aime (2006)

IMDB Score 7.3/10

Paris is indeed the most romantic of locations and Paris, je t’aime offers up a deluxe anthology of the most romantic of tales. Twenty filmmakers weave various stories of love most comical, dramatic, and quirky with a cast that includes the likes of Natalie Portman, Elijah Wood, Maggie Gyllenhaal, Emily Mortimer, Willem Dafoe, and Steve Buscemi among others. Think of it as the big box of cinematic chocolates fit for Valentine’s Day.

Caffeine (2006)

IMDB Score 5.6/10

For anyone who loves a good cup of coffee with their comedy, Caffeine takes place in a London cafe where relationships are made, broken, and mended. Loaded with quirky characters and secrets revealed, the film has quite the brew of conversations, arguments, and sexuality most complicated.

Return to Me (2000)

IMDB Score 6.9/10

This is a comedy that pulls on the heart strings, and has the nostalgia points for starring David Duchovny of X-Files fame, and Minnie Driver (Circle of Friends). Duchovny’s character loses his wife in an accident and her organs are donated. Driver’s character is an artist in need of a heart transplant who receives the heart of Duchovny’s wife.

Priceless (2006)

IMDB Score 7/10

The premise for this story is not a new one. Audrey Tautou plays the most unapologetic gold digger in the French Riviera, but her plans start to fall apart when whe falls for an ‘average man’. This film is saved by an excellent performance by the high charismatic Tautou (Amelie).

Jeffrey (1995)

IMDB Score 6.7/10

Based on a play of the same name, the titular character played by Stephen Weber is living at the peak of the AIDS epidemic, and therefore decides to avoid all relationships, sexual or otherwise. Obviously, he falls for a HIV+ man, played by Michael T. Weiss, and Jeffrey must question what is really important in life. This comedy tackles serious issues, and features an excellent supporting performance from none other than Sir Patrick Stewart.

Sleepless in Seattle (1993)

IMDB Score 6.8/10

This is probably the romantic comedy, and one that most of us like to revisit every few years. Pen pals Annie, played by Med Ryan, and Sam, played by Tom Hanks, struggle to get together despite distance and other complications, recreating the iconic scene from 1957’s An Affiar to Remember. This is romantic mush done right.

Four Weddings and a Funeral (1994)

IMDB Score 7.1/10

Hugh Grant, tick, not just one wedding but four, tick. This is the first of many romantic comedies penned by the Richard Curtis and starring Hugh Grant which have become a staple in cinema. Grant’s character keeps running into the love of his life, played by Andie MacDowell at weddings and funerals. Will they ever work it out? The more serious moments of the film keep it watchable.

The Lovers (2017)

IMDB Score 6.1/10

This film follows a married couple Mary, Debrah Winger, and Michael, Tracy Letts, who are both openly cheating on each other. They finally decide to end their sham marriage, but only after one final visit from their son. Naturally, a series of events blow their plans off course. This film successfully blends the funny and the painful sides of relationships.

The Wedding Plan (2016)

IMDB Score 6.5/10

This Israeli film successfully takes on the wedding themed romantic comedy. Engaged orthodox Jewish woman Michal is looking for the perfect wedding venue, and finds one through a fortune teller whose son happens to own a lovely wedding hall. Unfortunately her fiance decides he no longer loves her. Michal does not let that scupper her plans and continues to plan her wedding alone.

Hitch (2005)

IMDB Score 6.6/10

Will Smith plays Hitch, a matchmaker who claims he can help men win any woman that they want. He is hired to help Albert Brennamen, played beautifully by Kevin James, to win the woman of his dreams, but is hindered by a journalist played by Eva Mendes determined to expose Hitch and the men he helps.

In & Out (1997)

IMDB Score 6.4/10

Probably the first mainstream gay film, Kevin Kline plays a gay school teacher who is oouted by a former student in their Oscar acceptance speech. Kline’s character tries to convince the people around him that he is straight, but things change when he meets an entertainment reporter played by the delectable Tom Selleck.

Elizabethtown (2005)

IMDB Score 6.4/10

A young man must return home following the death of his father. He unexpectedly strikes up a relationship with a local girl, who is the attendant on the flight on which he is the only passenger. The only problem, it all seems too good to be true. A vehicle for Orlando Bloom on the back of Lord of the Rings fame, and an engaging performance from Kirsten Dunst.

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