Movies Like Oscar and the Lady in Pink
If you loved Oscar and the Lady in Pink's Drama and Family storytelling, these films deliver a similar experience — carefully selected for tone, themes, and emotional depth. Each pick includes where to watch it right now.
★ Top Picks

Until Forever
Until Forever: The Michael Boyum Story is a powerful, true account of one young man's courageous battle with leukemia and his journey of faith.

2 Hearts
When illness strikes two people who are polar opposites, life and death bring them together in surprising ways.

The Healer
The film follows a man with an unwanted gift for healing who meets a teenager with cancer who helps him to find himself.

An Autumn Romance
When librarian Taylor Harris suddenly loses her job, she decides to visit her brother in a small town in Montana. There, she gets involved in the fight to help save her brother's hotel from tycoon Joel Sheenan, who wants to renovate it.

The Fault in Our Stars
Despite the tumor-shrinking medical miracle that has bought her a few years, Hazel has never been anything but terminal, her final chapter inscribed upon diagnosis. But when a patient named Augustus Waters suddenly appears at Cancer Kid Support Group, Hazel's story is about to be completely rewritten.

Anne of Green Gables
A retelling of L.M. Montgomery's story of Anne Shirley, an orphan who is accidentally sent to a couple looking to adopt a boy instead.

Simon Birch
Simon Birch and Joe Wenteworth are boys who have a reputation for being oddballs. Joe never knew his father, and his mother, Rebecca, is keeping her lips sealed no matter how much he protests. Simon, meanwhile, is an 11-year-old dwarf whose outsize personality belies his small stature. Indeed, he often assails the local reverend with thorny theological questions and joins Joe on his quest to find his biological father.

Miss You Already
The friendship between two life-long girlfriends is put to the test when one starts a family and the other falls ill.
More Movies Like Oscar and the Lady in Pink

Roll Bounce
In the summer of 1978, a teenager and his group of friends face new challenges when their neighborhood roller-skating rink closes, forcing them to visit a different rink.

Skater Girl
Prerna, a teenager growing up in rural India, comes of age when she’s introduced to the sport of skateboarding. As a result, she has to fight the odds to follow her dreams and compete in the national championship.

The Great Gilly Hopkins
Young and feisty Gilly Hopkins devises a scheme to escape from her new foster home and reunite with her birth mother.

Third Star
James and his three closest lifelong friends go on an ill-advised trip to the stunning coastal area of Barafundle Bay in West Wales. What follows is a touching and comical adventure dealing with friendship, heroism and love.

Miracles from Heaven
When Christy discovers her 10-year-old daughter Anna has a rare, incurable disease, she becomes a ferocious advocate for her daughter’s healing as she searches for a solution. After Anna has a freak accident and falls three stories, a miracle unfolds in the wake of her dramatic rescue that leaves medical specialists mystified, her family restored and their community inspired.

Foster
Looking to adopt a child and unable to conceive a child of their own, the Morrisons' lives are turned upside down when a seven-year-old boy unexpectedly shows up on their doorstep.

Jackie & Ryan
A modern day train hopper fighting to be a successful musician and a single mom battling to maintain custody of her daughter defy their circumstances by coming together in a relationship that may change each others lives forever.

Ordinary Love
An extraordinary look at the lives of a middle-aged couple in the midst of the wife's breast cancer diagnosis.

Bridget Jones: Mad About the Boy
Bridget Jones navigates life as a widow and single mum with the help of her family, friends, and former lover, Daniel. Back to work and on the apps, she's pursued by a younger man and maybe – just maybe – her son's science teacher.

Ana
Ana meets Rafa in a chance encounter and they embark on a road trip to try and save him from bankruptcy, or worse.

All My Life
It was a chance meeting started by one of Sol’s friends trying to chat up Jennifer. However, in the end, it was those two who hit it off. Sol enjoyed Jen’s smile, her effort, and how silly she could be. Jen enjoyed Sol’s cooking, his athleticism, and that he would join her in fun moments. As you can imagine, love bloomed, and things got serious. Jen’s investment in Sol led to her pushing him to follow his dreams and even move in to save money. Sol’s investment in Jen well, it led to him proposing. But what started as a liver tumor grew into full-on cancer, so with a diagnosis of 6 months to live, Sol and Jennifer try to make the best of it.

Starving in Suburbia
When seventeen-year-old Hannah stumbles upon a website about Thinspiration--an online community devoted to anorexia as a life choice--she becomes an obsessive follower of the site founder, ButterflyAna. By the time Hannah's family realizes what is happening and get Hannah the help she needs, the disease has fully taken hold and Hannah is refusing to eat. Will this family be able to exorcise the demon of anorexia from their lives?
Why These Movies Are Similar
These recommendations share core qualities with Oscar and the Lady in Pink (2009): Drama and Family themes, similar narrative structure, and comparable emotional depth. NoBadPicks uses a combination of TMDB collaborative filtering, genre matching, and AI analysis to surface films most likely to resonate with fans of Oscar and the Lady in Pink.
See full details for Oscar and the Lady in Pink (2009)