Movies Like Chasey Loves Rocco

If you liked Chasey Loves Rocco (1996), a movie directed by Kelly Holland, 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
Show People (1928)
★ 7.1/10
Hollywood hopeful Peggy Pepper arrives at a major studio, from Georgia, to become a great dramatic star. Things don't go entirely according to plan.
2
Office Romance (2026)
★ 6.4/10
Jackie, President and CEO of Air Cruz, runs a tight ship in her business, including a rigid anti-fraternization policy for all her employees. When a new sexy lawyer begins working for her, that policy becomes very…
3
Dolemite Is My Name (2019)
★ 7/10
The story of Rudy Ray Moore, who created the iconic big screen pimp character Dolemite in the 1970s.
4
The Other End of the Line (2007)
★ 6.5/10
An employee at an Indian call-center travels to San Francisco to be with a guy she falls for over the phone.
5
Playing It Cool (2014)
★ 5.9/10
A young man meets and instantly falls in love with an engaged woman.
6
One Night Only (2026)
★ 6.4/10
Two love-starved strangers crash into each other on the one night of the year when single people are allowed to have sex.
7
The Distinguished Gentleman (1992)
★ 6/10
A Florida con man uses the recent death of the long time Congressman from his district, who he just happens to share a last name with, to get elected to his version of paradise, the U.S. Congress, where the money flows…
8
Someone Like You... (2001)
★ 6/10
Jane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But when the relationship goes terribly awry, Jane…
9
That Touch of Mink (1962)
★ 6.5/10
Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a…
10
Bowfinger (1999)
★ 6.2/10
On the verge of bankruptcy and desperate for his big break, aspiring filmmaker Bobby Bowfinger concocts a crazy plan to make his ultimate dream movie. Rallying a ragtag team that includes a starry-eyed ingenue, a…
11
Date with Love (2016)
★ 6.3/10
When a boy’s video to a female star goes viral, it scores him a date with his celebrity crush to the prom. Complications arise when the famous starlet falls for the boy’s small-town teacher.
12
Born Yesterday (1950)
★ 7.3/10
Uncouth, loud-mouth junkyard tycoon Harry Brock descends upon Washington D.C. to buy himself a congressman or two, bringing with him his mistress, ex-showgirl Billie Dawn.
13
My Sassy Girl (2008)
★ 6.8/10
A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.
14
The Map That Leads to You (2025)
★ 6.7/10
Heather is a young woman traveling Europe with friends before starting her perfectly planned life. A chance meeting with Jack sparks an unexpected romance that leads to deep emotional discovery. As secrets and life…
15
The Wrong Paris (2025)
★ 6.7/10
Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.
16
Dinner in America (2022)
★ 7.8/10
An on-the-lam punk rocker and a young woman obsessed with a local band go on an unexpected and epic journey together through the decaying suburbs of the American Midwest.
17
Pillow Talk (1959)
★ 7.1/10
Playboy songwriter Brad Allen's succession of romances annoys his neighbor, interior designer Jan Morrow, who shares a telephone party line with him and hears all his breezy routines. After Jan unsuccessfully lodges a…
18
Love Is in the Air (2023)
★ 6.2/10
A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.
19
Electric Dreams (1984)
★ 6.4/10
Miles Harding buys a state-of-the-art computer that starts expressing conscious thought and emotion after an interaction with spilled champagne. Things begin getting out of hand when both Miles and Edgar, the computer…
20
Entourage (2015)
★ 6.2/10
Movie star Vincent Chase, together with his boys, Eric, Turtle and Johnny, are back…and back in business with super agent-turned-studio head Ari Gold. Some of their ambitions have changed, but the bond between them…