Saddest Movies List

Sad movies can be challenging to watch, especially when they make us cry. But some enjoy them because of the thrill or humor in some cases.

This movie genre will always have made people cry at one point or another, and it’s time someone put together a list for everyone who wants to know what these sad tear-jerkers are about. Our Saddest Movies List includes some hilarious ones too. So if you’re looking for something with a mix of humor and tears, this is the list for you.

Five Feet Apart (2019)

Five Feet Apart is a film about two teenagers with cystic fibrosis (played by Haley Lu Richardson and Cole Sprouse) who fall in love. When they’re not at the hospital, they spend most of their time hanging out in the parking lot.

The Last Five Years (2014)

The Last Five Years is a 2014 musical film directed by Richard LaGravenese and written by Jason Robert Brown. It tells the story of a struggling actress, Cathy Hiatt, who falls in love with Jamie Wellerstein, a young novelist who is quickly successful. As their careers take off and they move to New York City together, their relationship deteriorates as Cathy’s focus on her career sacrifices any time she has for Jamie. The story unfolds backward from the end of their marriage to its beginning as Cathy reflects on what led up to that point.

The film stars Anna Kendrick and Jeremy Jordan as Cathy and Jamie, respectively. It also features Laura Benanti, Christian Borle, Jennifer Hudson, and Annaleigh Ashford, among others, in supporting roles.

The Fault in Our Stars (2014)

The Fault in Our Stars is a romantic drama film directed by Josh Boone, based on the novel of the same name by John Green. The film stars Shailene Woodley, Ansel Elgort, Nat Wolff, with Laura Dern, Sam Trammell, and Willem Dafoe playing supporting roles. Hazel Grace Lancaster, a 16-year-old cancer patient, has accepted her terminal diagnosis until she meets and falls in love with 17-year-old Augustus Waters.

The Theory of Everything (2014)

The Theory of Everything is a 2014 British biographical romantic drama film that shows the life journey of physicist Stephen Hawking (Eddie Redmayne) and his wife Jane Wilde (Felicity Jones). It is based on the memoir Travelling to Infinity: My Life With Stephen by Jane Hawking, which deals with her relationship with her ex-husband, theoretical physicist Stephen Hawking, his diagnosis of motor neuron disease, and his success in physics.

I’ll See You in My Dreams (2015)

I’ll See You in My Dreams is a 2015 movie that tells the story of Dorrie (Blythe Danner), who lives her life to the fullest, even after she falls into a coma. She has one last wish: to sing at Carnegie Hall. A social worker (Martin Starr) helps make her dream come true by trying to find people she knew during her waking hours to help with this final task. The film also stars Sam Elliott as Dorrie’s husband and Rhea Perlman as her mother-in-law.

If I Stay (2014)

If I Stay is a 2014 American romantic drama film directed by R. J. Cutler, based on the novel of the same name by Gayle Forman. The film stars Chloë Grace Moretz as Mia Hall. It features Mireille Enos, Jamie Blackley, Liana Liberato, Joshua Leonard, Stacy Keach Jr., Aisha Tyler, Ray Liotta, and Anson Mount in supporting roles. It tells the story of 17-year-old Mia Hall (Moretz), who has to make an important decision regarding her future after surviving a car accident that killed her family members. She can either live with them forever or move on to find herself again in another place where she can start anew without being haunted by their memories every day. If I Stay was originally planned to be made as a television film, but this plan was canceled so that the production could be given enough time to create the visual effects needed for the car accident at the beginning of the film.

A Star is Born (2018)

A Star is Born (2018), starring Bradley Cooper and Lady Gaga, tells the story of Jack, who falls in love with Ally. She has just about given up on her dream to become a singer until Jack coaxes her back onto the stage. As she grapples with self-doubt, Jack’s own struggles emerge as he fights an ongoing battle with his internal demons. The film also stars Andrew Dice Clay, Dave Chappelle, and Sam Elliott.

The movie’s soundtrack won an Oscar for best original song score at this year’s Academy Awards ceremony. It was nominated for five other Oscars, including Best Picture but lost out to Green Book, which took home only one award that evening – the Best Supporting Actor accolade for Mahershala Ali.

Little Boy (2015)

Little Boy, starring Emily Watson and Kevin James, tells the story of Pepper Flynt Busbee, played by Jakob Salvati, an eight-year-old boy with a never-ending imagination. Pepper lives in the town of O’Fallon, a small but brave community during World War II. The Christmas holiday season begins just around the corner for this family. They are excited to celebrate their faith until tragedy strikes. In an attempt to bring his father home from war, Pepper invents a story that he has received a letter from his father and that he could come home, but he knew it was a lie.