Movies Like Jack & Sarah

If you liked Jack & Sarah (1995), a comedy and drama movie directed by Tim Sullivan, 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
About Last Night... (1986)
★ 6.1/10Also comedy and drama
A man and woman meet and try to have a romantic affair, despite their personal problems and the interference of their disapproving friends.
2
Bridget Jones's Diary (2001)
★ 6.7/10Also comedy and romance
Bridget Jones is an average woman struggling against expectations. As a New Year's resolution, Bridget decides to take control of her life, starting by keeping a diary in which she will always tell the complete truth…
3
He Said, She Said (1991)
★ 5.9/10Also comedy and drama
Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions…
4
Solitary Man (2009)
★ 5.9/10Also comedy and drama
A car magnate watches his personal and professional life hit the skids because of his business and romantic indiscretions.
5
Numb (2007)
★ 5.9/10Also comedy and drama
Hudson Milbank is a successful Hollywood screenwriter who suddenly and strangely finds himself without any emotional feelings. He tries doctor after doctor and shrink after shrink, but nothing works. The Golf Channel…
6
Hello I Must Be Going (2012)
★ 5.9/10Also drama and comedy
An affair with a 19-year old actor helps reinvigorate life for thirty-something Amy after she moves home to her parents’ house following her divorce.
7
Breaking & Exiting (2018)
★ 6/10Also comedy and drama
Harry, a charming house thief, gets more than he bargains for during an attempted burglary when he stumbles upon Daisy and decides to save her from herself, sending both of them into a darkly comedic journey of self…
8
Love & Sex (2000)
★ 6.2/10Also comedy and drama
When her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead, and to do so by the end of the day. This gets Kate thinking back…
9
Two Lovers (2008)
★ 6.9/10Also drama and romance
A depressed man moves back in with his parents following a recent heartbreak and finds himself with two women.
10
Barefoot (2014)
★ 6.7/10Also comedy and drama
The "black sheep" son of a wealthy family meets a young psychiatric patient who's been raised in isolation her entire life. He takes the naive young woman home for his brother's wedding an improbable romance blooms, as…
11
Cyrus (2010)
★ 5.9/10Also comedy and drama
With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before…
12
Chéri (2009)
★ 6.1/10Also drama and comedy
The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love.
13
Why Did I Get Married Again? (2026)
★ 6.8/10Also comedy and romance
The couples reunite for the destination wedding of Marcus and Angela's daughter, bringing drama old and new as they ask, "Why did we get married again?"
14
How to Please a Woman (2022)
★ 6.3/10Also romance and comedy
When her all-male house-cleaning business gets out of control, a mature woman must embrace her own sexuality, if she is to make a new life for herself.
15
XX/XY (2002)
★ 6/10Also drama and comedy
Three friends begin a dangerous three-way relationship that spirals out of control, leading to dire consequences that haunt them ten years later.
16
Just Before I Go (2015)
★ 6.4/10Also comedy and drama
Ted Morgan has been treading water for most of his life. After his wife leaves him, Ted realizes he has nothing left to live for. Summoning the courage for one last act, Ted decides to go home and face the people he…
17
The Private Lives of Pippa Lee (2009)
★ 5.9/10Also comedy and drama
After her much older husband forces a move to a suburban retirement community, Pippa Lee engages in a period of reflection and finds herself heading toward a quiet nervous breakdown.
18
Friends with Kids (2012)
★ 5.9/10Also comedy and drama
In the wake of their friends' marriages and eventual offspring, longtime pals Julie and Jason decide to have a child together without becoming a couple. By becoming "time-share" parents, they reason, they can…
19
London (2005)
★ 6/10Also drama and romance
London is a drug laden adventure that centers on a party in a New York loft where a young man is trying to win back his ex-girlfriend.
20
A Long Way Down (2014)
★ 6.2/10Also comedy and drama
Four lost souls—a disgraced TV presenter, a foul-mouthed teen, an isolated single mother, and a failed musician—decide to end their lives on the same night, New Year's Eve. When this disillusioned quartet of strangers…