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Movies like Delivering Milo (2001)

The best movies like Delivering Milo (2001) are A Thousand Words (2012), Cold Souls (2009) and Good Fortune (2025). If Delivering Milo 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. A Thousand Words (2012)

    Jack McCall is a fast-talking literary agent, who can close any deal, any time, any way. He has set his sights on New Age guru Dr. Sinja for his own selfish purposes. But Dr. Sinja is on to him, and Jack’s life comes unglued after a magical Bodhi tree mysteriously appears in his backyard. With every word Jack speaks, a leaf falls from the tree and he realizes that when the last leaf falls, both he and the tree are toast. Words have never failed Jack McCall, but now he’s got to stop talking and conjure up some outrageous ways to communicate or he’s a goner.

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

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  2. Cold Souls (2009)

    Paul is agonising over his interpretation of 'Uncle Vanya' and, paralysed by anxiety, stumbles upon a solution via a New Yorker article about a high-tech company promising to alleviate suffering by extracting souls. He enlists their services—only to discover that his soul is the shape and size of a chickpea.

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

    Popcorn FlickMovies like this
  3. Good Fortune (2025)

    A well-meaning but rather inept angel named Gabriel meddles in the lives of a struggling gig worker and a wealthy capitalist.

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

    Popcorn FlickMovies like this
  4. How Sarah Got Her Wings (2015)

    Good Samaritan Sarah Fitzpatrick has a fatal accident just before Christmas, and finds herself in the lobby before the gates of Heaven. Certain that she will be let in, she is shocked to find that her name is not on the reservation list. However, she is granted the chance to return to Earth as an "angel in training" with the requirement to help a soul in need. Sarah has the 12 days before Christmas to secure her place on the list leaving her in the race for her after-life.

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

  5. The Shepherd (2023)

    On Christmas Eve, a fighter pilot on his way home becomes lost while flying over water and needs a miracle to land safely.

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

    Worth the HypeMovies like this
  6. My Own Love Song (2010)

    A wheelchair-bound singer and her best friend embark on a roadtrip to Memphis.

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

    Popcorn FlickMovies like this
  7. Candy Cane Lane (2023)

    Determined to win the neighborhood's annual Christmas decorating contest, family man Chris makes a pact with an elf to help him out-do the competition. However, the elf casts a spell bringing the twelve days of Christmas to life, unleashing chaos on the small unsuspecting town.

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

    Popcorn FlickMovies like this
  8. Chloe and Theo (2015)

    A young woman, Chloe, living by her wits on the streets of New York City, has a chance meeting with a wise Inuit Eskimo, Theo, who was sent to New York by his elders to provide a message to the people of the world – We either change our destructive was or be destroyed by them. Chloe, who has been searching for something to believe in, becomes inspired by Theo and , with the help of a kind lawyer, Monica, the three of them present Theo’s story to the United Nations in hopes of creating a better future for all of us.

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

  9. The Good Witch (2008)

    A mysterious woman comes in to town and inhabits the local haunted mansion, making everyone wonder if she's a witch or "The Grey Lady".

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

    Worth the HypeMovies like this
  10. Kristin's Christmas Past (2013)

    Kristin, a cynical 34-year-old, drinks a mysterious champagne on Christmas Eve and wakes up seventeen years in the past, sharing a room with her 17-year-old self. Given the chance to change the worst Christmas of her life, she attempts to fix past mistakes, only to discover surprising truths about her family that may help her mend her present-day relationships.

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

  11. Hero at Large (1980)

    An idealistic but struggling actor finds his life unexpectedly complicated when he stops a robbery while wearing the costume of Captain Avenger, a superhero character of a film he is hired to promote. He decides to dabble at being a superhero only to find that it is more difficult and dangerous than he ever imagined.

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

  12. Pinocchio (2009)

    The enchanted story of Pinocchio.

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

    Popcorn FlickMovies like this
  13. A Dog Year (2009)

    Jon Katz is close to burnout. He's a writer with writer's block; his wife has left for her sister's because he's emotionally distant; he rarely answers his phone. A kennel sends him a border collie that's undisciplined because of abuse. Despite a series of mishaps, Jon decides to keep trying with the dog, and he rents a dilapidated farm house to give the dog room to run. A local handyman refers Jon to a woman who might be able to help him train the dog. Reluctantly, Jon gives her a try. Is the dog the problem, or the owner?

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

    Popcorn FlickMovies like this
  14. Guarding Tess (1994)

    Doug is a Secret Service Agent who has just completed his stint in charge protecting Tess Carlisle—the widow of a former U.S. President, and a close personal friend of the current President. He finds that she has requested that he not be rotated but instead return to be her permanent detail. Doug is crushed, and—after returning—wants off her detail as she is very difficult to guard and makes her detail crazy with her whims and demands.

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

    Popcorn FlickMovies like this
  15. Ladyhawke (1985)

    Captain Etienne Navarre is a man on whose shoulders lies a cruel curse. Punished for loving each other, Navarre must become a wolf by night whilst his lover, Lady Isabeau, takes the form of a hawk by day. Together, with the thief Philippe Gaston, they must try to overthrow the corrupt Bishop and in doing so break the spell.

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

    Worth the HypeMovies like this
  16. It's a Wonderful Life (1946)

    George Bailey has spent his entire life giving to the people of Bedford Falls. All that prevents rich skinflint Mr. Potter from taking over the entire town is George's modest building and loan company. But on Christmas Eve the business's $8,000 is lost and George's troubles begin.

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

    Absolute CinemaMovies like this
  17. Young Adult (2011)

    A divorced writer from the Midwest returns to her hometown to reconnect with an old flame, who's now married with a family.

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

  18. Switch (1991)

    Steve Brooks, a sexist womanizer, is killed by a group of his angry former lovers. In heaven, he makes a bargain with God for redemption and agrees to return to Earth. Once there, he must have a sincere relationship with a female and make her fall in love with him. If not, Steve's soul will become the property of the devil. But the devil hedges his bet, and Steve is reincarnated as a woman named Amanda Brooks.

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

  19. The Warriors Gate (2016)

    After a mysterious chest opens a gateway through time, teen gamer Jack is transported to an ancient empire terrorized by a cruel barbarian king. Jack will need all of his gaming skills as he battles to defeat the barbarian, protect a beautiful princess, and somehow find his way back home.

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

    Popcorn FlickMovies like this
  20. Northfork (2003)

    The year is 1955, and a great flood is coming to Northfork, Montana. A new hydroelectric dam is about to be installed in the mountains above the town, ready to submerge the valley in the name of progress. It is the responsibility of a six-man Evacuation Committee to relocate the townsfolk to higher ground. Most have duly departed, but a few stubborn stragglers remain – among them a priest caring for a sickly orphan, a boy whose fevered visions are leading him to believe he is a member of a roaming band of lost angels desperately searching for a way home.

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

    Popcorn FlickMovies like this
  21. Angel-A (2005)

    A beautiful and mysterious woman helps an inept scam artist get his game together... but is their meeting purely coincidence?

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

    Worth the HypeMovies like this
  22. The Family Man (2000)

    Jack's lavish, fast-paced lifestyle changes one Christmas night when he stumbles into a grocery store holdup and disarms the gunman. The next morning he wakes up in bed lying next to Kate, his college sweetheart he left in order to pursue his career, and to the horrifying discovery that his former life no longer exists. As he stumbles through this alternate suburban universe, Jack finds himself at a crossroad where he must choose between his high-power career and the woman he loves.

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

    Popcorn FlickMovies like this
  23. Always (1989)

    The spirit of a recently deceased expert pilot mentors a newer pilot while watching him fall in love with the girlfriend that he left behind.

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

    Popcorn FlickMovies like this
  24. The Commitments (1991)

    Jimmy Rabbitte, just a thick-ya out of school, gets a brilliant idea: to put a soul band together in Barrytown, his slum home in north Dublin. First he needs musicians and singers: things slowly start to click when he finds three fine-voiced females virtually in his back yard, a lead singer (Deco) at a wedding, and, responding to his ad, an aging trumpet player, Joey "The Lips" Fagan.

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

    Worth the HypeMovies like this
  25. Izo (2004)

    Izo is an assassin in the service of a Tosa lord and Imperial supporter. After killing dozens of the Shogun's men, Izo is captured and crucified. Instead of being extinguished, his rage propels him through the space-time continuum to present-day Tokyo. Here Izo transforms himself into a new, improved killing machine.

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

    Popcorn FlickMovies like this
  26. Santa's Slay (2005)

    Santa Claus is actually a demon who lost a bet with an angel, so he became the giver of toys and happiness. But this year the bet is off, and Santa is about to return to his evil ways.

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

  27. (Un)Free Will (2024)

    Two gay Guardian Angels meddle with their assigned humans while bringing their past to the present.

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

  28. Fallen II: The Journey (2007)

    Part 2 in series of 3 television movies (6 hours) about eighteen-year old orphan and foster child Aaron Corbet and his newfound - and sometimes supernatural - talents. Two mysterious strangers guide him in his quest to learn the truth about his own special destiny, and his role as a liaison between angels, mortals, and Powers both good and evil, some hell-bent on his own destruction.... When we meet Aaron and Camael again, Aaron has accepted his mission to redeem fallen angels even though it puts him at great risk of being killed by the Powers. We see that Aaron still yearns for a deeper understanding of his identity and is determined to find his father.

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

  29. The Prophecy (1995)

    The angel Gabriel comes to Earth to collect a soul which will end the stalemated war in Heaven. However, it is hidden inside of a Native American girl and only a former priest and a schoolteacher can stop him.

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

    Popcorn FlickMovies like this
  30. City of Angels (1998)

    When a guardian angel – who invisibly watches over the citizens of Los Angeles – becomes captivated by a strong-willed heart surgeon, he ponders trading in his pure, otherworldly existence for a mortal life with his beloved. The couple embarks on a tender but forbidden romance spanning heaven and Earth.

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

    Popcorn FlickMovies like this

Like Delivering Milo and something else?

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

Frequently asked questions

What are the best movies like Delivering Milo?

The closest matches to Delivering Milo are A Thousand Words (2012), Cold Souls (2009) and Good Fortune (2025). Below are 27 more, each with the reason it matches.

What should I watch after Delivering Milo?

Start with A Thousand Words (2012), the closest match to Delivering Milo.

What is the highest-rated movie like Delivering Milo?

It's a Wonderful Life (1946), rated 8.3/10 by 5,158 TMDB users.

What is the newest movie like Delivering Milo?

Good Fortune (2025) is the most recent release on this list.

Are there English movies like Delivering Milo?

Yes: A Thousand Words (2012), Cold Souls (2009) and Good Fortune (2025).

How are movies similar to Delivering Milo chosen?

First come films that Trakt’s viewers watch alongside Delivering Milo, 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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