Movies Like Molly's Single

If you liked Molly's Single (2019), a movie directed by Ariel Gardner, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
A Star Is Born (2018)
★ 7.5/10
Seasoned musician Jackson Maine discovers — and falls in love with — struggling artist Ally. She has just about given up on her dream to make it big as a singer — until Jack coaxes her into the spotlight. But even as…
2
Crazy, Stupid, Love. (2011)
★ 7.3/10
Cal Weaver is living the American dream. He has a good job, a beautiful house, great children and a beautiful wife, named Emily. Cal's seemingly perfect life unravels, however, when he learns that Emily has been…
3
Love Jones (1997)
★ 7.4/10
Darius Lovehall is a young black poet in Chicago who starts dating Nina Moseley, a beautiful and talented photographer. While trying to figure out if they've got a "love thing" or are just "kicking it," they hang out…
4
Starting Over (1979)
★ 6.4/10
After divorcing his ambitious singer wife, a middle-aged man begins a new relationship with a teacher.
5
If Only (2004)
★ 7/10
After his impetuous musician girlfriend, Samantha, dies in an accident shortly after they had a fight (and nearly broke up), Ian Wyndham, a grief-stricken British businessman living in London gets a chance to relive…
6
Jerry Maguire (1996)
★ 7/10
Jerry Maguire used to be a typical sports agent: willing to do just about anything he could to get the biggest possible contracts for his clients, plus a nice commission for himself. Then, one day, he suddenly has…
7
Ruth & Boaz (2025)
★ 7.4/10
A talented singer leaves the Atlanta music scene and starts over in small-town Tennessee, where she finds love and new purpose but can't escape the past.
8
New York, New York (1977)
★ 6.5/10
An egotistical saxophone player and a young singer meet on V-J Day and embark upon a strained and rocky romance, even as their careers begin a long uphill climb.
9
The Lost Husband (2020)
★ 6.7/10
Trying to put her life back together after the death of her husband, Libby and her children move to her estranged Aunt's goat farm in central Texas.
10
I Still Believe (2020)
★ 7.6/10
The true-life story of Christian music star Jeremy Camp and his journey of love and loss that looks to prove there is always hope.
11
The Best of Me (2014)
★ 7.5/10
A pair of former high school sweethearts reunite after many years when they return to visit their small hometown.
12
Teen Spirit (2019)
★ 6/10
A shy teenager living on the Isle of Wight dreams of pop stardom. With the help of an unlikely mentor, she enters a singing competition that will test her integrity, talent, and ambition.
13
All of You (2025)
★ 6.3/10
Laura and Simon have been best friends since college. Over the years, they've realized their bond is more than platonic. Can they—and should they—risk everything to explore a love that has existed all along?
14
The Object of My Affection (1998)
★ 5.8/10
A pregnant New York social worker begins to develop romantic feelings for her gay best friend, and decides she'd rather raise her child with him, much to the dismay of her overbearing boyfriend.
15
Springsteen: Deliver Me from Nowhere (2025)
★ 6.6/10
Bruce Springsteen, a young musician on the cusp of global superstardom, struggles to reconcile the pressures of success with the ghosts of his past.
16
High Fidelity (2000)
★ 7.1/10
After his long-time girlfriend dumps him, a thirty-year-old record store owner seeks to understand why he is unlucky in love while recounting his "top five breakups of all time".
17
Fifty Shades Darker (2017)
★ 6.5/10
When a wounded Christian Grey tries to entice a cautious Ana Steele back into his life, she demands a new arrangement before she will give him another chance. As the two begin to build trust and find stability, shadowy…
18
How to Be Single (2016)
★ 6.3/10
New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions…
19
One Chance (2013)
★ 6.7/10
This film follows the remarkable and inspirational true story of Paul Potts, a shy, bullied shop assistant by day and an amateur opera singer by night.
20
Great Expectations (1998)
★ 6.7/10
Loosely based on the Charles Dickens' classic novel, "Great Expectations" is a sensual tale of a young man's unforgettable passage into manhood, and the three individuals who will undeniably change his life forever…