Related Titles
Movies Like Dear Leo
Find movies like Dear Leo using TMDB similarity plus Movie Rankings community context. Our top current pick is Dead Poets Society. Browse 18 related titles with direct links to rankings, cast pages, and matchup data.
These picks blend TMDB similar-title seeds with Movie Rankings community ranking context.
Open Dear Leo
Jump to the canonical movie page for ranking stats, credits, and deeper discovery paths.
See where to watch Dear Leo
Check current US streaming, rental, and purchase options for Dear Leo.
Compare Dear Leo
Browse popular head-to-head ranking pages and jump into a matchup for Dear Leo.
Dead Poets Society
Community rank #20 · 1989
At an elite, old-fashioned boarding school in New England, a passionate English teacher inspires his students to rebel against convention and seize the potential of every day, courting the disdain of the stern headmaster.
The Kissing Booth 2
2020
With college decisions looming, Elle juggles her long-distance romance with Noah, changing relationship with bestie Lee and feelings for a new classmate.
To All the Boys I've Loved Before
2018
Lara Jean's love life goes from imaginary to out of control when her secret letters to every boy she's ever fallen for are mysteriously mailed out.
Work It
2020
A brilliant but clumsy high school senior vows to get into her late father's alma mater by transforming herself and a misfit squad into dance champions.
Mr. Church
2016
A unique friendship develops when a little girl and her dying mother inherit a cook - Mr. Church. What begins as an arrangement that should only last six months, instead spans fifteen years.
After We Collided
2020
Tessa finds herself struggling with her complicated relationship with Hardin; she faces a dilemma that could change their lives forever.
Letters to Juliet
2010
An American girl on vacation in Italy finds an unanswered "letter to Juliet" -- one of thousands of missives left at the fictional lover's Verona courtyard, which are typically answered by the "secretaries of Juliet" -- and she goes on a quest to find the lovers referenced in the letter.
Think Like a Man
2012
The balance of power in four couples’ relationships is upset when the women start using the advice in Steve Harvey’s book, Act Like A Lady, Think Like A Man, to get more of what they want from their men. When the men realize that the women have gotten a hold of their relationship “playbook,” they decide that the best defense is a good offense and come up with a plan to use this information to their advantage.
My Sassy Girl
2008
A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.
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.
Roommates
2026
When shy college freshman Devon asks cool-girl Celeste to be her roommate, a blossoming friendship quickly spirals into a war of passive aggression.
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?
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.
How to Date Billy Walsh
2024
Archie has been in love with his best friend Amelia for as long as he can remember. Just when he builds up the courage to declare his feelings, she falls head over heels for Billy Walsh, a new American transfer student.
Moonwalkers
2015
What if Apollo 11 never actually made it? What if, in reality, Stanley Kubrick secretly shot the famous images of the moon landing in a studio, working for the US administration? This is the premise of a totally plausible conspiracy theory that takes us to swinging sixties London, where a stubborn CIA agent will never find Kubrick but is forced to team up with a lousy manager of a seedy rock band to develop the biggest con of all time.
St. Elmo's Fire
1985
Reluctant to let go of college life, a close-knit team of seven friends--irresponsible saxophone player Billy, young Republican Alec, his girlfriend Leslie, struggling journalist Kevin, drama queen Jules, lovesick waiter Kirby, and Wendy, a social worker with a heart of gold--realise the party is over. And as the burdens of maturity close in on the young dreamers, the complexities of adulthood and the daily struggle of growing up put their sacred friendship to the test. But everyone knows life is not a bed of roses. It won't be easy, but when all is said and done, what will it take for St. Elmo's clique to find its place in the real world?
Laggies
2014
Overeducated and underemployed, 28 year old Megan is in the throes of a quarterlife crisis. Squarely into adulthood with no career prospects, no particular motivation to think about her future and no one to relate to, Megan is comfortable lagging a few steps behind - while her friends check off milestones and celebrate their new grown-up status. When her high-school sweetheart proposes, Megan panics and- given an unexpected opportunity to escape for a week - hides out in the home of her new friend, 16-year old Annika and Annika's world-weary single dad Craig.
In Good Company
2004
Dan Foreman is a seasoned advertisement sales executive at a high-ranking publication when a corporate takeover results in him being placed under naive supervisor Carter Duryea, who is half his age. Matters are made worse when Dan's new supervisor becomes romantically involved with his daughter an 18 year-old college student Alex.
What are the best movies like Dear Leo?
Dead Poets Society is the strongest current recommendation on this page for viewers looking for movies like Dear Leo.
How many recommendations are on the Dear Leo page?
This page currently lists 18 related titles for Dear Leo.
How often does the Movies Like Dear Leo page update?
This page refreshes whenever Movie Rankings rebuilds the related-title view for Dear Leo. It was last generated from site data on May 11, 2026.
Sources & freshness
Last refreshed from site data on May 11, 2026.