Movies Like Dream for an Insomniac

If you liked Dream for an Insomniac (1996), a romance and comedy movie directed by Tiffanie DeBartolo, 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
Sitting in Bars with Cake (2023)
★ 7/10Also romance and comedy
Extrovert Corinne convinces Jane, a shy, talented baker, to commit to a year of bringing cakes to bars, to help her meet people and build confidence. But when Corinne receives a life-altering diagnosis, the pair faces…
2
St. Elmo's Fire (1985)
★ 6.1/10Also drama and romance
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…
3
Ruby Sparks (2012)
★ 7.1/10Also comedy and romance
Calvin is a young novelist who achieved phenomenal success early in his career but is now struggling with his writing – as well as his romantic life. Finally, he makes a breakthrough and creates a character named Ruby…
4
She Came to Me (2023)
★ 6.1/10Also romance and comedy
Composer Steven Lauddem is plagued by a creative block which leaves him unable to finish the score for his big comeback opera. When his former therapist-turned-wife Patricia suggests he rekindle his creativity by…
5
Cashback (2007)
★ 7/10Also drama and comedy
After a painful breakup, Ben develops insomnia. To kill time, he starts working the late night shift at the local supermarket, where his artistic imagination runs wild.
6
Endless (2020)
★ 6.6/10Also romance and drama
When madly in love high school graduates Riley and Chris are separated by a tragic car accident, Riley blames herself for her boyfriend's death while Chris is stranded in limbo. Miraculously, the two find a way to…
7
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…
8
The Right Kind of Wrong (2013)
★ 5.9/10Also romance and comedy
A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.
9
All of You (2025)
★ 6.3/10Also romance and drama
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?
10
Crazy/Beautiful (2001)
★ 6.6/10Also drama and romance
At Pacific Palisades High, a poor Latino falls hard for a troubled girl from the affluent neighborhood.
11
Delirious (2007)
★ 6.3/10Also comedy and drama
Les, a small-time celebrity photographer desperate to make it big, befriends Toby, a homeless young man with no direction except a vague desire to become an actor. When by chance, Toby becomes romantically involved…
12
The Good House (2021)
★ 6.1/10Also romance and drama
When wry New England realtor Hildy Good rekindles a romance with her old high-school flame, Frank Getchell, it ignites long-buried emotions and family secrets that propel Hildy toward a reckoning with the one person…
13
The Lonely Guy (1984)
★ 6.2/10Also comedy and romance
A writer for a greeting card company learns the true meaning of loneliness when he comes home to find his girlfriend in bed with another man.
14
Dirty Sexy Saint (2019)
★ 6.3/10Also romance and drama
Clay Kincaid hates the nickname 'Saint', he got for being too kind to stray animals and desperate people. Especially when it comes to women. With a rough and damaged past that has left him jaded, he doesn't do…
15
Almost Friends (2017)
★ 6.3/10Also drama and comedy
A man in his mid-20s, still living at home with his mother and stepfather, puts all his eggs in one basket: the girl who works at his local coffee shop. The problem is, she has a serious boyfriend. As they become…
16
The Edge of Love (2008)
★ 6.2/10Also drama and romance
When the Welsh poet Dylan Thomas and his flirtatious wife Caitlin sweep into war-torn London, the last thing they expect is to bump into Dylan's childhood sweetheart Vera. Despite her joy at seeing Dylan after so many…
17
Voicemails for Isabelle (2026)
★ 8.3/10Also romance and comedy
A young woman's hilariously confessional voicemails to her late sister are unknowingly redirected to a stranger, who begins to fall in love from afar.
18
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.
19
¿Quieres ser mi hijo? (2023)
★ 8.4/10Also comedy and romance
Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.
20
Playing It Cool (2014)
★ 5.9/10Also comedy and romance
A young man meets and instantly falls in love with an engaged woman.