20 best movies like Up in the Air (2009)

The night after another unsatisfactory New Year party, Tim's father tells his son that the men in his family have always had the ability to travel through time. Tim can't change history, but he can change what happens and has happened in his own life – so he decides to make his world a better place... by getting a girlfriend. Sadly, that turns out not to be as easy as he thinks.

One man does all he can to veil his Asian heritage; the other takes great pains to hide his sexual orientation. Both of these things begin to change when Ryan is hired to prepare film star Ning for a fashion shoot, and the men develop a bond.

Drew Baylor is fired after causing his shoe company to lose hundreds of millions of dollars. To make matters worse, he's also dumped by his girlfriend. On the verge of ending it all, Drew gets a new lease on life when he returns to his family's small Kentucky hometown after his father dies. Along the way, he meets a flight attendant with whom he falls in love.

Hollywood, 1927: As silent movie star George Valentin wonders if the arrival of talking pictures will cause him to fade into oblivion, he sparks with Peppy Miller, a young dancer set for a big break.

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

A celebrated military contractor returns to the site of his greatest career triumphs and re-connects with a long-ago love while unexpectedly falling for the hard-charging Air Force watchdog assigned to him.

Amy, a naive college graduate who believes she's destined to be a great poet, begrudgingly accepts a job at a sex shop while she pursues a mentorship with reclusive writer Rat Billings.

Overachieving actress, Rebecca (Moore), must come to grips with her failing marriage to stay-at-home dad, Tom (Duchovny). While Rebecca's slacker brother, Tobey (Billy Crudup), can't seem to commit to his aspiring-novelist girlfriend, Elaine (Maggie Gyllenhaal). As both relationships spin out of control, the two couples embark on a quest to rediscover the magic and romance of falling in love in New York.

Divorced and demoralised, Amy Minsky’s prospects look bleak when she is condemned to move back in with her parents at the age of 35. Everyone wants to help but, as her patience level with advice is plummeting, a bold teenage boy enters her life, igniting her last bit of self-esteem.

When a chance encounter brings together the cynical Dell and the quick-witted Kimberly, the stage is set for a tempestuous love affair that unfolds like a puzzle. As the film zigzags back and forth in time-from a meteor shower in LA, to an encounter in a Paris hotel room, to a fateful phone call-an unforgettable portrait of a relationship emerges.

French playboy Michel Marnet and American Terry McKay fall in love during the transatlantic passage of a ship. They arrange to reunite six months later, if neither has changed their mind.

Iris invites her friend Jack to stay at her family's island getaway after the death of his brother. At their remote cabin, Jack's drunken encounter with Hannah, Iris' sister, kicks off a revealing stretch of days.

Eva is a divorced soon-to-be empty-nester wondering about her next act. Then she meets Marianne, the embodiment of her perfect self. Armed with a restored outlook on being middle-aged and single, Eva decides to take a chance on her new love interest Albert — a sweet, funny and like-minded man. But things get complicated when Eva discovers that Albert is in fact the dreaded ex–husband of Marianne...

As her marriage dissolves, a Manhattan writer takes driving lessons from a Sikh instructor with marriage troubles of his own. In each other's company they find the courage to get back on the road and the strength to take the wheel.

After spending eight months in a mental institution, a former teacher moves back in with his parents and tries to reconcile with his ex-wife.

Ben and Katie Jordan are a married couple who go through hard times in fifteen years of marriage.

A woman struggles to escape the clutches of her overbearing, co-dependent mother, while gradually falling for a sexy, sophisticated attorney.

A couple who have known each other since 8 are destined to be together until death do them apart.

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.

Duets is a road-trip comedy which revolves around the little known world of karaoke and the whimsical characters who inhabit it. All roads lead to Omaha, site of a national karaoke competition where this motley group of singers and stars come together for a blow-out sing-off.

On a small town college campus, a philosophy professor in existential crisis gives his life new purpose when he enters into a relationship with his student.

Adam, a lonely man with Asperger's Syndrome, develops a relationship with his upstairs neighbor, Beth.

Hannah is a recent college graduate interning at a Chicago production company. She is crushing on two writers at work, Matt and Paul, who share an office and keep her entertained. Will a relationship with one of them disrupt the delicate balance of their friendship?

Inspired by a true story, a comedy centered on a 27-year-old guy who learns of his cancer diagnosis, and his subsequent struggle to beat the disease.

In Manhattan, the British limousine driver Alfie is surrounded by beautiful women, having one night stands with all of them and without any sort of commitment. His best friends are his colleague Marlon and his girl-friend Lonette. Alfie has a brief affair with Lonette, and the consequences of his act forces Alfie to reflect over his lifestyle.

Six Californians start a club to discuss the works of Jane Austen. As they delve into Austen's literature, the club members find themselves dealing with life experiences that parallel the themes of the books they are reading.

Two employees at a gift shop can barely stand one another, without realising that they are falling in love through the post as each other's anonymous pen pal.

As the devoutly single Don Johnston is dumped by his latest girlfriend, he receives an anonymous pink letter informing him that he has a son who may be looking for him.

Rebellious Mickey and good-natured Gus navigate the thrills and agonies of modern relationships.

In the fall of 1963, Eddie Birdlace is an 18-year-old Marine Corps volunteer who is about to ship out with three of his buddies for a tour of duty in Vietnam. Planning a massive blowout for their last night in San Francisco, Eddie, his buddies, and a number of other Marines set up a contest they call a "dogfight."

When he suddenly finds himself without his long-standing blue-collar job, Larry Crowne enrolls at his local college to start over. There, he becomes part of an eclectic community of students and develops a crush on his teacher.

Otto Wall is just a little unlucky in life, and unbeknownst to him, in love. When his wife suddenly asks for a divorce, he bounces between a search for answers, desperate attempts to stay connected to his daughter, and his fateful reentry into the dating pool.

With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before long, the two are locked in a battle of wits for the woman they both love-and it appears only one man can be left standing when it's over.

Book superstore magnate, Joe Fox and independent book shop owner, Kathleen Kelly fall in love in the anonymity of the Internet – both blissfully unaware that he's putting her out of business.

A 29-year-old lawyer and her lesbian best friend experience a dramatic shift in their longtime bond after one enters a serious relationship

John Arnold DeMarco is a man who believes he is Don Juan, the greatest lover in the world. Clad in a cape and mask, DeMarco undergoes psychiatric treatment with Dr. Jack Mickler to cure him of his apparent delusion. But the psychiatric sessions have an unexpected effect on the psychiatric staff and, most profoundly, Dr Mickler, who rekindles the romance in his complacent marriage.

An immature, newly unemployed comic must navigate the murky waters of adulthood after her fling with a graduate student results in an unplanned pregnancy.

For Shirin, being part of a perfect Persian family isn't easy. Acceptance eludes her from all sides: her family doesn't know she's bisexual, and her ex-girlfriend, Maxine, can't understand why she doesn't tell them. Even the six-year-old boys in her moviemaking class are too ADD to focus on her for more than a second. Following a family announcement of her brother's betrothal to a parentally approved Iranian prize catch, Shirin embarks on a private rebellion involving a series of bisexual escapades, while trying to decipher what went wrong with Maxine.

Verona and Burt have moved to Colorado to be close to Burt's parents but, with Veronica expecting their first child, Burt's parents decide to move to Belgium, now leaving them in a place they hate and without a support structure in place. They set off on a whirlwind tour of of disparate locations where they have friends or relatives, sampling not only different cities and climates but also different families. Along the way they realize that the journey is less about discovering where they want to live and more about figuring out what type of parents they want to be.

Weekend trips, office parties, late night conversations, drinking on the job, marriage pressure, biological clocks, holding eye contact a second too long… you know what makes the line between “friends” and “more than friends” really blurry? Beer.

Eleven articulate people work through affairs of the heart in L.A. Paul produces Hannah's TV cooking show. Mark is dying of AIDS. Men have scalded Meredith so she rebuffs Trent's charm, but he persists. The trendy, prolix Joan tries to pull the solitary Keenan into her orbit. An adulterous couple meet at hotels for evening sex. Hugh tells tall tales, usually tragic, to women in bars.

A sudden loss disrupts Carol’s orderly life, propelling her into the dating world for the first time in 20 years. Finally living in the present tense, she finds herself swept up in not one, but two unexpected relationships that challenge her assumptions about what it means to grow old.

A French woman mourning over the death of her husband three years prior is courted by a Swedish co-worker.

Sergeant John Tyree is home on a 2 week leave from Germany. He meets Savannah after he dives into the ocean to retrieve Savannah's purse that had fallen off the pier. John falls in love with Savannah who is a student on spring break helping build a house for Habitat for Humanity. A romance occurs and Savannah falls deeply in love with John. She promises to write John overseas until he returns.

A family dog—with a near-human soul and a philosopher's mind—evaluates his life through the lessons learned by his human owner, a race-car driver.

When the fun loving Marie sets her eyes on brooding comic book artist Paul, it sets off the kind of romantic sparks that quickly culminate in the bedroom. But the next morning brings its share of surprises as Marie crawls out of bed to discover her life flash-forwarded fifteen years down the road: Not only has she been married to Paul all this time, but she’s now the mother of a little boy the head of a powerful multinational investment firm and the proprietor of a fabulous apartment overlooking the Eiffel Tower. Quickly Marie discovers that all her achievements have not brought happiness.

Henry is a loner and a night owl. His rare skin disease has kept him under the close watch of his fiery mother, who has sheltered him his entire life. One night, a young woman's car breaks down and Henry's life will change forever.

For Sebastian Silverberg life is all about his appearance, partying and his enormous ego. Things are going smoothly when an accident leaves him blind, forcing him to re-evaluate his life and to seek meaning beyond appearances.

In his funky California beach enclave, Chip's the go-to guy for personal insights. But he isn't quite as enlightened when it comes to his own baggage.

The separation of a long married couple goes awry when they fall for each other again.