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Movies like Leo & Alex in the Middle of the 21st Century (2019)

The best movies like Leo & Alex in the Middle of the 21st Century (2019) are Happy Together (1989), Early to Bed (1941) and Unknown (2011). If Leo & Alex in the Middle of the 21st Century hooked you, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Happy Together (1989)

    Christopher is an ambitious college freshman, striving to become a writer. Through a computer fault he's assigned the same room as Alex, a real party freak and... a girl! He's annoyed and tries to get a different room as soon as possible, but when he learns to know her, he also starts to like her. She not only improves his sexual life, but also his writing skills

    Why it matches: Recommended by TMDB viewers

  2. Early to Bed (1941)

    Donald has to get up early, but everything seems to be working to keep him awake. His loudly ticking alarm clock resists several attempts to quiet it. Donald ultimately swallows it; the glow-in-the-dark dial can be seen through his feathers. Then his folding bed folds up on him. Springs start popping out of it; Donald builds an elaborate framework to hold it down. Finally, enough of the clock reassembles itself to sound the alarm and night is over.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  3. Unknown (2011)

    A man awakens from a coma, only to discover that someone has taken on his identity and that no one, (not even his wife), believes him. With the help of a young woman, he sets out to prove who he is.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  4. The Night Before (1988)

    A popular beauty surprisingly asks a nerd to take her to the prom. He wakes up hours later in a sleazy alley. She's missing but he remembers nothing about it.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  5. The Odd Couple (1968)

    In New York, Felix, a neurotic news writer who just broke up with his wife, is urged by his chaotic friend Oscar, a sports journalist, to move in with him, but their lifestyles are as different as night and day are, so Felix's ideas about housekeeping soon begin to irritate Oscar.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  6. The Broken Hearts Gallery (2020)

    Lucy is a young gallery assistant who collects mementos from her relationships. She discovers that she must let go of her past to move forward, and comes up with a lovely, artistic way to help herself and others who have suffered heartbreak.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  7. Dreaming About You (1992)

    Two teenage friends spend their summer break preparing for the sexual conquests they hope to experience. That is, until one of the boys is visited by his older, more sexually aggressive cousin, Azucena. Ushering her naïve cousin into the world of sex could take more work than Azucena realized.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  8. The Red Squirrel (1993)

    Jota's suicide attempt is interrupted when a motorcyclist crashes off a bridge. After he rescues her, he decides to invent a life story for her — one of love and shared memories — creating a fragile web of deception that intertwines their fates.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  9. Threesome (1994)

    At a sizable public college, high-minded student Eddy is forced to room with the slovenly Stuart, but the pair strike up a surprising friendship. When attractive co-ed Alex is assigned to live with the two male students because of her gender-neutral name, a roundabout love triangle ensues. Eddy secretly yearns for Stuart, who wants Alex, but she prefers Eddy. The complex situation leads to sexual experimentation and strained relationships.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  10. Shallow Grave (1994)

    When David, Juliet, and Alex find their new roommate dead with a large sum of money, they agree to hide the body and keep the cash. However, this newfound fortune gradually corrodes their friendship.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  11. Man with No Past (2025)

    Waking up in an unfamiliar city, a man with no memory must confront the mysteries of his own identity. However, his desperate search to uncover the past pits him against a powerful enemy, leading to a showdown that ultimately reveals the truth.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  12. Upgraded (2024)

    Ana is an ambitious intern dreaming of a career in the art world while trying to impress her demanding boss Claire. When she's upgraded to first class on a work trip, she meets handsome Will, and Ana pretends to be her boss– a white lie that sets off a glamorous chain of events, romance and opportunity, until her fib threatens to surface.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  13. Spider-Man 2 (2004)

    Peter Parker is going through a major identity crisis. Burned out from being Spider-Man, he decides to shelve his superhero alter ego, which leaves the city suffering in the wake of carnage left by the evil Doc Ock. In the meantime, Parker still can't act on his feelings for Mary Jane Watson, a girl he's loved since childhood. A certain anger begins to brew in his best friend Harry Osborn as well...

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  14. Before I Fall (2017)

    Samantha Kingston has everything. Then, everything changes. After one fateful night, she wakes up with no future at all. Trapped into reliving the same day over and over, she begins to question just how perfect her life really was.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  15. The Expendables 2 (2012)

    Mr. Church reunites the Expendables for what should be an easy paycheck, but when one of their men is murdered on the job, their quest for revenge puts them deep in enemy territory and up against an unexpected threat.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  16. She's the Man (2006)

    Viola Hastings is in a real jam. Complications threaten her scheme to pose as her twin brother, Sebastian, and take his place at a new boarding school. She falls in love with her handsome roommate, Duke, who loves beautiful Olivia, who has fallen for Sebastian! As if that were not enough, Viola's twin returns from London ahead of schedule but has no idea that his sister has already replaced him on campus.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  17. The Climb (2020)

    Kyle and Mike are best friends who share a close bond — until Mike sleeps with Kyle’s fiancée. A stormy but enduring relationship ensues between Kyle, with limitless patience, and Mike, who only lives his life by sowing discord in that of others, across many years of laughter, heartbreak, and rage.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  18. Hard Luck (1921)

    A down on his luck young man makes several attempts at committing suicide but fails them too. He then finds himself becoming more confident through a series of petty adventures, to such an extent that this becomes his undoing.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  19. Legend of the White Dragon (2026)

    Forced to hide in the shadows, fugitive hero Erik Reed must clear his name to reunite with his family. Standing in his way is a mysterious villain obsessed with destroying the White Dragon for good.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  20. Memento (2000)

    Leonard Shelby is tracking down the man who raped and murdered his wife. The difficulty of locating his wife's killer, however, is compounded by the fact that he suffers from a rare, untreatable form of short-term memory loss. Although he can recall details of life before his accident, Leonard cannot remember what happened fifteen minutes ago, where he's going, or why.

    Why it matches: Recommended by TMDB viewers

    Absolute CinemaMovies like this

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Frequently asked questions

What are the best movies like Leo & Alex in the Middle of the 21st Century?

The closest matches to Leo & Alex in the Middle of the 21st Century are Happy Together (1989), Early to Bed (1941) and Unknown (2011). Below are 17 more, each with the reason it matches.

What should I watch after Leo & Alex in the Middle of the 21st Century?

Start with Happy Together (1989), the closest match to Leo & Alex in the Middle of the 21st Century.

What is the highest-rated movie like Leo & Alex in the Middle of the 21st Century?

Memento (2000), rated 8.2/10 by 17,039 TMDB users.

What is the newest movie like Leo & Alex in the Middle of the 21st Century?

Legend of the White Dragon (2026) is the most recent release on this list.

Are there Spanish movies like Leo & Alex in the Middle of the 21st Century?

Yes: Dreaming About You (1992) and The Red Squirrel (1993).

How are movies similar to Leo & Alex in the Middle of the 21st Century chosen?

First come films that Trakt’s viewers watch alongside Leo & Alex in the Middle of the 21st Century, 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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