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Movies like Falling Up (2009)

The best movies like Falling Up (2009) are Is This Thing On? (2025), The Other Sister (1999) and 200 Cigarettes (1999). If Falling Up hooked you with its comedy and drama, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Is This Thing On? (2025)

    As their marriage quietly unravels, Alex faces middle age and an impending divorce, seeking new purpose in the New York comedy scene while Tess confronts the sacrifices she made for their family—forcing them to navigate co-parenting, identity, and whether love can take a new form.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  2. The Other Sister (1999)

    A mentally challenged girl proves herself to be every bit as capable as her "perfect" sister when she moves into an apartment and begins going to college.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  3. 200 Cigarettes (1999)

    In 1981 New York City, a collection of twentysomethings try to cope with relationships, loneliness, desire and their individual neuroses on New Years Eve.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  4. Hello, My Name Is Doris (2015)

    A self-help seminar inspires a sixty-something woman to romantically pursue her younger co-worker.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  5. The Baltimorons (2025)

    A newly sober man's Christmas Eve dental emergency leads to an unexpected romance with his older dentist as they explore Baltimore together.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  6. The Best You Can (2025)

    Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, just as her world is turned upside down by the arrival of sharp but chronically underachieving security guard Stan Olszewski in this smart rom-com that reunites Bacon and Sedgwick on screen for the first time in 20 years.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Worth the HypeMovies like this
  7. New York, I Love You (2008)

    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.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  8. He Said, She Said (1991)

    Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions alongside each other, which leads to a similarly combative local TV show. At the same time their initial indifference to each other looks like it may evolve into something more romantic.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  9. The Giant Mechanical Man (2012)

    An offbeat romantic comedy about a silver-painted street performer and the soft spoken zoo worker who falls for him.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  10. How to Please a Woman (2022)

    When her all-male house-cleaning business gets out of control, a mature woman must embrace her own sexuality, if she is to make a new life for herself.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  11. Numb (2007)

    Hudson Milbank is a successful Hollywood screenwriter who suddenly and strangely finds himself without any emotional feelings. He tries doctor after doctor and shrink after shrink, but nothing works. The Golf Channel, lesbian exercise classes and a dizzying variety of pills get him through the day, but don't quite solve his problem. His writing partner tries everything to get him back to normal, but it's not until Hudson meets Sara that he finds a real motivation to get better and to actually start feeling again. From the writer of Deuce Bigalow, comes NUMB, a romantic comedy following an unusual man looking for strange love.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  12. Enemies, a Love Story (1989)

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

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  13. Love & Sex (2000)

    When her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead, and to do so by the end of the day. This gets Kate thinking back over her own various experiences, and to wondering if she is in much of a position to write on the subject.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  14. Young People Fucking (2007)

    On a Tuesday night, five couples have separate sexual adventures. Matt and Kris, friends for years, want to have an only-once, no-strings good time. Abby and Andrew, married, celebrate his birthday, but it's marred by angst and miscommunication. Mia and Eric are exes, making sure they are over each other. Jaime and Ken work together and this is a first date. Inez and Gord invite his roommate, Dave, to join them. By the time each couple has gone through a prelude, foreplay, sex, an interlude, orgasm, and afterglow, they've answered basic questions: can sex be anonymous, are we bored, is our marriage really finished, does anyone tell the truth, and how do we make someone happy?

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  15. The Apartment (1960)

    Bud Baxter is a minor clerk in a huge New York insurance company, until he discovers a quick way to climb the corporate ladder. He lends out his apartment to the executives as a place to take their mistresses. Although he often has to deal with the aftermath of their visits, one night he's left with a major problem to solve.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Absolute CinemaMovies like this
  16. You Will Meet a Tall Dark Stranger (2010)

    Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with a call girl. His wife, Helena, reeling from abandonment, decides to follow the advice of a psychic. Sally, the daughter of Alfie and Helena, is unhappy in her marriage and develops a crush on her boss, while her husband, Roy, falls for a woman engaged to be married.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  17. Once Around (1991)

    A struggling woman finds unexpected love with a charismatic older salesman at a real estate seminar. Their passionate relationship clashes with the values of her family, particularly her father.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  18. Sidewalks of New York (2001)

    The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives, the film weaves a humorous and biting commentary on the game of love -- easy to start, hard to finish.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  19. Carnal Knowledge (1971)

    Two lifelong friends navigate complex sexual encounters and emotional entanglements, wrestling with societal norms and personal desires.

    Why it matches: Recommended by TMDB viewers · both drama & romance

    Popcorn FlickMovies like this
  20. Not Easily Broken (2009)

    A car accident and shifting affections test the bond between a married couple.

    Why it matches: Recommended by TMDB viewers · both drama & romance

    Popcorn FlickMovies like this
  21. The Wedding Banquet (1993)

    A Taiwanese-American man is happily settled in New York with his American boyfriend. He plans a marriage of convenience to a Chinese woman in order to keep his parents off his back and to get the woman a green card. Chaos follows when his parents arrive in New York for the wedding.

    Why it matches: Similar story and style · both comedy & drama

    Worth the HypeMovies like this
  22. Alfie (2004)

    A tale of a philosophical womanizer who is forced to question his seemingly carefree existence.

    Why it matches: Similar story and style · both comedy & drama

  23. A Lot Like Love (2005)

    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?

    Why it matches: Similar story and style · both comedy & drama

    Popcorn FlickMovies like this
  24. Torch Song Trilogy (1988)

    Arnold Beckoff is looking for love and acceptance, but as a gay man working as a female impersonator in 1970s New York City, neither come easily. After a series of heartaches, Arnold believes he has found the love of his life in Alan, and the couple make plans to adopt. But when tragedy strikes, Arnold's life is shaken to its very core, leading to a confrontation with his overbearing mother, who has never approved of her son's lifestyle.

    Why it matches: Similar story and style · both comedy & drama

    Worth the HypeMovies like this
  25. The Out-of-Towners (1999)

    The adventures of married couple Henry and Nancy Clark, vexed by misfortune while in New York City for Henry's job interview.

    Why it matches: Similar story and style · both comedy & romance

  26. For Love or Money (1993)

    New York concierge Doug Ireland wants to go into business for himself and refurbish a hotel on Roosevelt Island, N.Y., but he needs an investor. With a few weeks left before his option on the site runs out, Doug agrees to help wealthy Christian Hanover conceal his affair with salesgirl Andy Hart from his wife. Despite his own attraction to Andy, Doug tries to stay focused on getting Christian to invest $3 million in his project.

    Why it matches: Similar story and style · both comedy & romance

    Popcorn FlickMovies like this
  27. To Wong Foo, Thanks for Everything! Julie Newmar (1995)

    Veteran drag queens Vida Boheme and Noxeema Jackson take novice Chi-Chi Rodriguez under their wing on a madcap road trip across the country to compete in the Drag Queen of America pageant in Los Angeles.

    Why it matches: Similar story and style · both comedy & drama

    Worth the HypeMovies like this
  28. An Affair to Remember (1957)

    A couple falls in love and agrees to meet in six months at the Empire State Building - but will it happen?

    Why it matches: Similar story and style · both drama & romance

    Worth the HypeMovies like this
  29. Bugsy Malone (1976)

    New York, 1929, a war rages between two rival gangsters, Fat Sam and Dandy Dan. Dan is in possession of a new and deadly weapon, the dreaded "splurge gun". As the custard pies fly, Bugsy Malone, an all-round nice guy, falls for Blousey Brown, a singer at Fat Sam's speakeasy. His designs on her are disrupted by the seductive songstress Tallulah who wants Bugsy for herself.

    Why it matches: Similar story and style · both drama & comedy

    Popcorn FlickMovies like this
  30. Angel Passing (1998)

    An aging concert pianist in a nursing home, suffering from Alzheimers, revisits his past. When he comes back to his home, now occupied by an artist, a touching bond develops for a few moments between them. Two strangers, one asking for forgiveness about his past, the other with the ability to forgive in her own life. A touching short, with very few words but deeply portrayed feelings.

    Why it matches: Similar story and style · both drama & romance

Like Falling Up and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Falling Up?

The closest matches to Falling Up are Is This Thing On? (2025), The Other Sister (1999) and 200 Cigarettes (1999). Below are 27 more, each with the reason it matches.

What should I watch after Falling Up?

Start with Is This Thing On? (2025), the closest match to Falling Up.

What is the highest-rated movie like Falling Up?

The Apartment (1960), rated 8.2/10 by 2,838 TMDB users.

What is the newest movie like Falling Up?

Is This Thing On? (2025) is the most recent release on this list.

Are there English movies like Falling Up?

Yes: Is This Thing On? (2025), The Other Sister (1999) and 200 Cigarettes (1999).

How are movies similar to Falling Up chosen?

First come films that Trakt’s viewers watch alongside Falling Up, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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