Movies Like Delivering Milo (2001)

Delivering Milo is a 2001 comedy, drama, fantasy film from Nick Castle with a MovieMagicScore of 5.4/10. Here are 20 similar films, ranked by real viewer ratings — starting with It's a Wonderful Life and Angels & Co..

Comedy Drama Fantasy

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.

8.3

MagicScore

Angels & Co.

2025

Paul and Léa should never have met. But ever since, they've been irresistibly drawn to each other. Raphaëlle and Gabriel, two angels who are complete opposites, are forced to team up to put everything back in order and prevent these two humans from falling in love. If the angels fail, ambitious Raphaëlle can kiss her promotion to archangel goodbye. As for the swindler Gabriel, he'll be deposed and must spend eternity on Earth.

6.3

MagicScore

The Vintner's Luck

2009

A fantasy romance set in 19th century France. The film revolves around Sobran, a young peasant winemaker, and the three important figures in his life - his beautiful wife Celeste, baroness Aurora de Valday and an angel named Xas.

4.6

MagicScore

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.

6.8

MagicScore

The Milagro Beanfield War

1988

The accidental breakdown of an irrigation valve launches a hot confrontation between the mainly Latino farmers in a tiny New Mexico town and the real estate developers and politicians determined to acquire their land for a golf resort.

6.5

MagicScore

Heart and Souls

1993

A fateful night in 1959, four people die when the bus they are riding crashes. They continue as ghosts; their souls become eternally entwined to the life of a child born at the moment of their deaths as his guardians. Baby Thomas grows up to be a businessman who has memories of his playmates, but assumes they are products of his youthful imagination. When the ghosts realize they need Thomas' help to move on to the afterlife, they decide to make an appearance once more.

6.9

MagicScore

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.

6.9

MagicScore

The Heavenly Kid

1985

After dying in a car crash, Bobby Fantana is forced to pay for his misdeeds by becoming someone's guardian angel. He reluctantly agrees to watch over awkward high schooler Lenny Barnes, teaching him how to be cool and confident. As Bobby teaches Lenny, the two form a close bond.

6.5

MagicScore

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.

6.3

MagicScore

#10

A Shoe Addict's Christmas

2018

As Christmas approaches, a department store worker whose life lacks fulfillment meets her guardian angel, who offers her a chance to change her circumstances by magically transporting her to Christmases past whenever she tries on a new pair of shoes.

6.3

MagicScore

#11

Brewster McCloud

1970

Brewster is an owlish, intellectual boy who lives in a fallout shelter of the Houston Astrodome. He has a dream: to take flight within the confines of the stadium. Brewster tells those he trusts of his dream, but displays a unique way of treating others who do not fit within his plans.

6.3

MagicScore

#12

The High Cost of Living

2011

The story of a young, pregnant woman whose world falls apart when she loses her child in a hit and run accident. As her life unravels, Nathalie finds an unlikely protector in Henry, a down and out guardian angel who has followed her thread. But Henry is not quite the angel he seems...

6.1

MagicScore

#13

Christmas in Angel Falls

2017

Gabby Messinger, a Guardian Angel who has trouble following the rules and is known for meddling in the love live’s of others, is tasked by the Angel Michael to help the town of Angel Falls find its Christmas spirit again.

6.0

MagicScore

#14

Christmas at Cartwright's

2014

With Christmas approaching, a struggling single mom finds herself working as a department store Santa Claus, as a real-life angel delivers good fortune and the possibility of holiday romance.

5.5

MagicScore

#15

The Highschool Girl, the Devil, and the Holywater

1979

An anthology film in which a guardian angel falls in love with a beautiful dancer a policeman must keep an eye on an arrested transvestite, and a dental technician sells his soul to the devil but is not satisfied with the results.

4.8

MagicScore

#16

A Matter of Life and Death

1946

A British wartime aviator who cheats death must argue for his life before a celestial court, hoping to prolong his fledgling romance with an American girl.

7.7

MagicScore

#17

Miracle in Milan

1951

Once upon a time a wise and kind old woman discovers a baby in her cabbage patch. She brings up the child and, when she dies, the boy, Totò, enters an orphanage. Totò leaves the orphanage a happy young man, and looks for work in post-war Milan. He ends up with the homeless and organizes them to build a shanty town in a vacant lot. But when greedy developers threaten the community’s land, Totò will need all the help he can get in order to find an impossible way out.

7.3

MagicScore

#18

The Bishop's Wife

1947

An Episcopal Bishop, Henry Brougham, has been working for months on the plans for an elaborate new cathedral which he hopes will be paid for primarily by a wealthy, stubborn widow. He is losing sight of his family and of why he became a churchman in the first place. Enter Dudley, an angel sent to help him. Dudley does help everyone he meets, but not necessarily in the way they would have preferred. With the exception of Henry, everyone loves him, but Henry begins to believe that Dudley is there to replace him, both at work and in his family's affections, as Christmas approaches.

7.1

MagicScore

#19

Angel-A

2005

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

7.0

MagicScore

#20

Angels in the Outfield

1951

The short-tempered manager of the Pittsburgh Pirates mends his ways in return for a little divine assistance.

6.7

MagicScore

Frequently asked

What are the best movies like Delivering Milo?

The top films similar to Delivering Milo by MovieMagicScore are It's a Wonderful Life (8.3), Angels & Co. (6.3), The Vintner's Luck (4.6). Each shares comedy/drama/fantasy themes and is ranked by real viewer ratings, not critics or studios.

Is Delivering Milo worth watching?

Delivering Milo holds a MovieMagicScore of 5.4/10 from 48 viewer ratings.

What kind of movie is Delivering Milo?

Delivering Milo (2001) is a comedy, drama, fantasy film directed by Nick Castle, starring Anton Yelchin, Albert Finney, Bridget Fonda.

Where can I find more recommendations like Delivering Milo?

Browse the full ranked list above, or explore more comedy recommendations on MovieMagicScore, where every list is ordered by genuine viewer ratings.

Keep exploring

Movies like It's a Wonderful Life Movies like Angels & Co.Movies like The Vintner's Luck Movies like The Family Man Movies like The Milagro Beanfield War Movies like Heart and Souls

About movies like Delivering Milo

This ranked list pairs Delivering Milo (2001), a comedy and drama and fantasy film from Nick Castle, with similar titles by genre, theme and cast overlap (fans of Anton Yelchin take note). Unlike critic-driven sites, every position here is ordered by MovieMagicScore — a rating built only from real viewers, with no studio marketing or paid placement. Scores update as more people rate, so the list stays current.

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