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Movies like Dead Letter Office (1998)

The best movies like Dead Letter Office (1998) are Girl on a Bicycle (2013), Desperados (2020) and The Incredible Jessica James (2017). If Dead Letter Office hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Girl on a Bicycle (2013)

    Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day turns Paolo's life upside down.

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

  2. Desperados (2020)

    A panicked young woman and her two best friends fly to Mexico to delete a ranting email she sent to her new boyfriend. On arrival, they run into her former beau, who soon gets caught up in their frantic scheme.

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

    Popcorn FlickMovies like this
  3. The Incredible Jessica James (2017)

    Burned by a bad breakup, a struggling New York City playwright makes an unlikely connection with a divorced app designer she meets on a blind date.

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

    Popcorn FlickMovies like this
  4. Easy Virtue (2008)

    A young Englishman marries a glamorous American. When he brings her home to meet the parents, she arrives like a blast from the future - blowing their entrenched British stuffiness out the window.

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

    Popcorn FlickMovies like this
  5. Loverboy (1989)

    Randy Bodek works as a pizza delivery boy at Señor Pizza to make a few extra bucks. Some customers are special, though: When the order is for a pizza with extra anchovies, it means the female customers are looking for some loving. But, as Randy soon learns, life as a professional gigolo can get pretty complicated.

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

    Popcorn FlickMovies like this
  6. Eagle vs Shark (2007)

    Love blossoms for Lily over double Meaty Boy burgers at mid-day when uber-computer nerd Jarrod comes in and leaves with free extra large fries. After gatecrashing Jarrod's party and proving her skills on the game console, Lily goes down to Jarrod's home town with him so he can settle an old score with a past school bully.

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

    Popcorn FlickMovies like this
  7. Little Italy (2018)

    Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?

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

    Popcorn FlickMovies like this
  8. Office Romance (2026)

    Jackie, President and CEO of Air Cruz, runs a tight ship in her business, including a rigid anti-fraternization policy for all her employees. When a new sexy lawyer begins working for her, that policy becomes very tested.

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

    Popcorn FlickMovies like this
  9. The Prince & Me 4: The Elephant Adventure (2010)

    One year after their royal wedding, King Edvard and Queen Paige of Denmark receive an invitation to attend the wedding of Princess Myra of Sangyoon. Upon their arrival, Paige finds Myra is unhappy with her arranged marriage to the brooding and sinister Kah and is secretly in love with a young elephant handler named Alu.

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

    Popcorn FlickMovies like this
  10. Puppy Love (2023)

    After a disastrous first date, wild-child Nicole and socially-anxious Max vow to lose each other’s numbers until they learn that their dogs found a love match, and now puppies are on the way! The hilariously mismatched Nicole and Max are forced to become responsible co-parents, but may end up finding love themselves.

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

    Worth the HypeMovies like this
  11. Cuban Fury (2014)

    Beneath Bruce Garrett's under-confident, overweight exterior, the passionate heart of a salsa king lies dormant. Now, one woman is about to reignite his Latin fire.

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

    Popcorn FlickMovies like this
  12. Return to Me (2000)

    It took a lot of persuading to get Bob, a recently widowed architect, to go on a blind date at a quirky Irish-Italian eatery. Once there, he’s instantly smitten, not with his date, but with the sharp-witted waitress. Everything seems to be going great until an unbelievable truth is revealed, one that could easily break both of their hearts for good.

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

    Popcorn FlickMovies like this
  13. 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: Recommended by TMDB viewers · both comedy & romance

  14. Secret Admirer (1985)

    An anonymous love letter left in Michael Ryan's locker on the last day of school wreaks havoc on his life and the lives of everyone who comes in contact with it.

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

    Popcorn FlickMovies like this
  15. Only the Lonely (1991)

    Danny Muldoon, a Chicago policeman, still lives with his overbearing mother Rose. He meets and falls in love with Theresa Luna, whose father owns the local funeral parlour. Naturally, his mother objects to the relationship, and Danny and Theresa must either overcome her objections or give up the romance.

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

    Popcorn FlickMovies like this
  16. Crossing Delancey (1988)

    Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is courted by a married, worldly author, Anton, yet can't seem to shake the down-to-earth appeal of Sam, a pickle vendor.

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

  17. ¿Quieres ser mi hijo? (2023)

    Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.

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

    Absolute CinemaMovies like this
  18. Roxanne (1987)

    In this modern take on Edmond Rostand's classic play "Cyrano de Bergerac," C. D. Bales is the witty, intelligent, and brave fire chief of a small Pacific Northwest town who, due to the size of his enormous nose, declines to pursue the girl of his dreams, lovely Roxanne Kowalski. Instead, when his shy underling Chris McConnell becomes smitten with Roxanne, C.D. feeds the handsome young man the words of love to win her heart.

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

    Popcorn FlickMovies like this
  19. Platinum Blonde (1931)

    Ann Schuyler is an upper-crust socialite who bullies her reporter husband into conforming to her highfalutin ways. The husband chafes at the confinement of high society, though, and yearns for a creative outlet. He decides to write a play and collaborates with a fellow reporter.

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

    Popcorn FlickMovies like this
  20. Carry On Regardless (1961)

    After a bunch of no-hopers approaches an employment agency, the anarchy mounts as they do a series of odd jobs, including a chimp's tea party, trying to stay sober at a wine tasting… and demolishing a house.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  21. The Parent Trap (1998)

    Hallie Parker and Annie James are identical twins who were separated at a young age due to their parents' divorce. Unbeknownst to their parents, the girls are sent to the same summer camp, where they meet, discover the truth about their relationship, and come up with a plan to switch places in an effort to reunite their mother and father.

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

    Worth the HypeMovies like this
  22. Friends with Benefits (2011)

    Dylan is done with relationships. Jamie decides to stop buying into the Hollywood clichés of true love. When the two become friends they decide to try something new and take advantage of their mutual attraction - but without any emotional attachment.

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

    Popcorn FlickMovies like this
  23. Nice Guy Johnny (2010)

    Johnny Rizzo, is about to trade his dream job in talk radio for some snooze-ville gig that'll pay enough to please his fiance. Enter Uncle Terry, a rascally womanizer set on turning a weekend in the Hamptons into an eye-opening fling for his nephew. Nice guy Johnny's not interested, of course, but then he meets the lovely Brooke, who challenges Johnny to make the toughest decision of is life.

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

  24. Slackers (2002)

    Dave, Sam and Jeff are about to graduate from Holden University with honors in lying, cheating and scheming. The three roommates have proudly scammed their way through the last four years of college and now, during final exams, these big-men-on-campus are about to be busted by the most unlikely dude in school. Self-dubbed Cool Ethan, an ambitious nerd with a bad crush, enters their lives one day and everything begins to unravel.

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

  25. Annie Hall (1977)

    New York comedian Alvy Singer falls in love with the ditsy Annie Hall.

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

    Worth the HypeMovies like this
  26. Olimpia (2021)

    The film tells the heartwarming tale of Ilgar Suleymanov, a former Olympic medalist who has settled into a quiet life in his hometown. Despite having close friends and a love for fishing, Ilgar is haunted by his loneliness and lack of direction. However, when an unexpected visitor arrives at his doorstep, Ilgar's life takes an exciting and unexpected turn, leading him on a journey that will take him from Azerbaijan to the distant shores of Cuba. This poignant and uplifting film explores the universal themes of friendship, love, and the search for meaning in a touching and unforgettable way.

    Why it matches: Similar story and style · both comedy

  27. Advertising Rules! (2001)

    Edward Kaminsky, an aging ad man, wants a golden parachute from his agency; he must first land the Opel auto contract. Rosa, a youth with wealthy parents, wants to establish herself as an artist. The clumsy and enthusiastic Viktor, not quite honest, wants work. When he wanders into Kaminsky's meeting with Opel and says something about irony, the Opel director wants him in on the campaign. Then he steals an idea from Rosa that the Opel director loves. Before Rosa discovers he's expropriated her idea, Rosa and Viktor become lovers. Father-son feelings materialize between Kaminsky and Viktor. Can the impulsive Viktor hold it together before Rosa learns the truth and flies away?

    Why it matches: Similar story and style · both comedy

  28. The Errand Boy (1961)

    Paramutual Pictures wants to know where all the money is going so they hire Morty to be their spy. Morty works for Mr. Sneak and gets a job in the mail room so that he can have access to the lot. But all that Morty ever finds is that he can cause havoc no matter what he does.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  29. Hugo (2026)

    Imbued with Victor Hugo, the actor Robert Zucchini searches for his place between the stage and life. Every evening, he fills theaters by sharing his love of words. Until the day his daughter, whom he hasn’t seen grow up, reappears.

    Why it matches: Similar story and style · both comedy

  30. Vacation Friends 2 (2023)

    Newly married Marcus and Emily invite Ron and Kyla, who are also newly married with a baby, to join them at a Caribbean resort, where Marcus is meeting with the owners about a construction contract for a Chicago hotel. But when the party begins the couples' relaxing vacation quickly becomes a wild adventure.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this

Like Dead Letter Office and something else?

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

Frequently asked questions

What are the best movies like Dead Letter Office?

The closest matches to Dead Letter Office are Girl on a Bicycle (2013), Desperados (2020) and The Incredible Jessica James (2017). Below are 27 more, each with the reason it matches.

What should I watch after Dead Letter Office?

Start with Girl on a Bicycle (2013), the closest match to Dead Letter Office.

What is the highest-rated movie like Dead Letter Office?

¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.

What is the newest movie like Dead Letter Office?

Office Romance (2026) is the most recent release on this list.

Are there English movies like Dead Letter Office?

Yes: Girl on a Bicycle (2013), Desperados (2020) and The Incredible Jessica James (2017).

How are movies similar to Dead Letter Office chosen?

First come films that Trakt’s viewers watch alongside Dead Letter Office, 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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