27 Best Movies Like Up In The Air ...

27 Best Movies Like Up In The Air ...

If you liked this movie , you will probably love these too! In this collection we highlight some of the best films that share a very similar mood to '', and are worth checking out.

1. Shopgirl (2005)

1h 44m Comedy Drama Romance

Mirabelle is a disenchanted salesgirl and aspiring artist who sells gloves and accessories at a department store. She has two men in her life: wealthy divorcée Ray Porter and struggling musician Jeremy. Mirabelle falls in love with the glamorous Ray, and her life takes a magical turn, but eventually she realizes that she must empower herself and make a choice between them.

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2. In Good Company (2004)

1h 49m Comedy Drama Romance

Dan Foreman is a seasoned advertisement sales executive at a high-ranking publication when a corporate takeover results in him being placed under naive supervisor Carter Duryea, who is half his age. Matters are made worse when Dan's new supervisor becomes romantically involved with his daughter an 18 year-old college student Alex.

3. Trust the Man (2005)

1h 43m Comedy Drama Romance

Overachieving actress Rebecca must come to grips with her failing marriage to stay-at-home dad Tom. While Rebecca's slacker brother Tobey can't seem to commit to his aspiring-novelist girlfriend, Elaine. 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.

4. Conversations with Other Women (2005)

5. The Puffy Chair (2005)

1h 25m Drama Comedy Romance

Josh's life is pretty much in the toilet. He's a failed NYC indie rocker, and a failing booking agent. But he finds the potential of a small victory in a really bad idea. He decides to purchase a 1985 Lazy Boy on eBay, just like the one his dad had when Josh was a kid. He'll drive cross-country for the chair, staying with Emily at his brother's house on the way, and deliver it to his father as a surprise birthday gift. But when Rhett ends up coming along for the ride, it's three people and a giant purple puffy chair in a too-small van... and one of them has to go before the trip's end.

6. The Descendants (2011)

1h 55m Comedy Drama

With his wife Elizabeth on life support after a boating accident, Hawaiian land baron, Matt King takes his daughters on a trip from Oahu to Kauai to confront a young real estate broker, who was having an affair with Elizabeth before her misfortune.

7. The Last Kiss (2006)

1h 55m Comedy Drama Romance

Michael has a great job, has his 4 best friends, and is in love with a beautiful girl at 30. He loves Jenna but his life seems predictable until someone else enters his life. It seems that everybody's having relationship problems.

8. A Lot Like Love (2005)

1h 47m Comedy Drama Romance

On a flight from Los Angeles to New York, Oliver and Emily make a connection, only to decide that they are poorly suited to be together. Over the next seven years, however, they are reunited time and time again, they go from being acquaintances to close friends to ... lovers?

9. The Jane Austen Book Club (2007)

1h 46m Comedy Romance

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.

10. Beginners (2010)

20m

Magic for Beginners examines the mythologies found in fan culture, from longing to obsession to psychic connections. The need for such connections (whether real or imaginary) as well as the need for an emotional release that only fantasy can deliver are explored.

11. Sideways (2004)

2h 7m Comedy Drama Romance

Two middle-aged men embark on a spiritual journey through Californian wine country. One is an unpublished novelist suffering from depression, and the other is only days away from walking down the aisle.

12. Smart People (2008)

1h 35m Comedy Drama Romance

Professor Lawrence Wetherhold (Dennis Quaid) might be imperiously brilliant, monumentally self-possessed and an intellectual giant -- but when it comes to solving the conundrums of love and family, he's as downright flummoxed as the next guy.

13. Elizabethtown (2005)

2h 3m Comedy Drama Romance

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.

14. Playing by Heart (1998)

2h 1m Drama

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.

15. Hannah Takes the Stairs (2007)

1h 23m Drama Romance

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?

16. New York, I Love You (2008)

1h 43m Comedy Drama Romance

New York, I Love You delves into the intimate lives of New Yorkers as they grapple with, delight in and search for love. Journey from the Diamond District in the heart of Manhattan, through Chinatown and the Upper East Side, towards the Village, into Tribeca, and Brooklyn as lovers of all ages try to find romance in the Big Apple.

17. Lovely & Amazing (2001)

1h 31m Comedy Drama Romance

An intimate family portrait of four hapless but resilient women and the bittersweet lessons they learn in keeping up with the hectic demands of their individual neuroses. Each of the women seeks redemption in her own haphazard way, but whatever salvation they find is illusory and short-lived.

18. Friends with Kids (2011)

19. Adam (2009)

1h 39m Drama Romance

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

20. Crazy, Stupid, Love. (2011)

1h 58m Comedy Drama Romance

Cal Weaver is living the American dream. He has a good job, a beautiful house, great children and a beautiful wife, named Emily. Cal's seemingly perfect life unravels, however, when he learns that Emily has been unfaithful and wants a divorce. Over 40 and suddenly single, Cal is adrift in the fickle world of dating. Enter, Jacob Palmer, a self-styled player who takes Cal under his wing and teaches him how to be a hit with the ladies.

21. Life Partners (2014)

1h 35m Romance Comedy

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

22. Cyrus (2010)

1h 31m Comedy Drama Romance

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.

23. Enemies: A Love Story (1989)

1h 59m Comedy Drama Romance

A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.

24. Dopamine (2003)

1h 19m Comedy Romance

Rand is a computer animator, who has created an artificial intelligence creature designed to interact with children and teach them responsibility. When his prototype is forced into practice at a school, Rand encounters Sarah, a teacher he was inexplicably drawn to, at his favorite bar one fateful evening. Sparks fly between them, but fundamental differences in their approaches to love and relationships slow them down to a halt.

25. Waitress (2007)

1h 48m Comedy Romance

Jenna is a pregnant, unhappily married waitress in the deep south. She meets a newcomer to her town and falls into an unlikely relationship as a last attempt at happiness.

26. Your Sister's Sister (2011)

1h 30m Comedy

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.

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