Movies Like Working Girl

If you liked Working Girl (1988), a comedy and romance movie directed by Mike Nichols, 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
Secretary (2002)
★ 6.8/10Also romance and drama
A young woman, recently released from a mental hospital, gets a job as a secretary to a demanding lawyer, where their employer-employee relationship turns into a sexual, sadomasochistic one.
2
Hello, My Name Is Doris (2015)
★ 6.4/10Also comedy and drama
A self-help seminar inspires a sixty-something woman to romantically pursue her younger co-worker.
3
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…
4
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.
5
Set It Up (2018)
★ 6.9/10Also romance and comedy
Two overworked and underpaid assistants come up with a plan to get their bosses off their backs by setting them up with each other.
6
The Roses (2025)
★ 6.7/10Also comedy and drama
Life seems easy for picture-perfect couple Ivy and Theo: successful careers, a loving marriage, great kids. But beneath the façade of their supposed ideal life, a storm is brewing – as Theo's career nosedives while…
7
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…
8
Clockwatchers (1997)
★ 6.2/10Also drama and comedy
Four female temps working for a credit company find their friendship threatened by the arrival of a new hire, who lands a permanent position one of the women was vying for.
9
Upgraded (2024)
★ 7.2/10Also romance and comedy
Ana is an ambitious intern dreaming of a career in the art world while trying to impress her demanding boss Claire. When she's upgraded to first class on a work trip, she meets handsome Will, and Ana pretends to be her…
10
Sex and Death 101 (2007)
★ 6.2/10Also comedy and romance
A guy's life is turned around by an email, which includes the names of everyone he's had sex with and ever will have sex with. His situation gets worse when he encounters a femme fatale who targets men guilty of sex…
11
Tramps (2016)
★ 6.2/10Also comedy and drama
A young man and woman find love in an unlikely place while carrying out a shady deal.
12
Alfie (2004)
★ 5.9/10Also comedy and drama
A tale of a philosophical womanizer who is forced to question his seemingly carefree existence.
13
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…
14
My Awkward Sexual Adventure (2012)
★ 6.7/10Also comedy and romance
A hyper-repressed and schlubby accountant (Jonas Chernick) strikes a deal with a worldly but disorganized stripper (Emily Hampshire): he'll help her with her crushing debt if she helps him become a better lover.
15
Sleeping with Other People (2015)
★ 6.3/10Also comedy and romance
Can two serial cheaters get a second chance at love? After a one-night stand in college, New Yorkers Lainey and Jake meet by chance twelve years later and discover they each have the same problem: because of their…
16
Office Romance (2026)
★ 6.4/10Also romance and comedy
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…
17
Frankie and Johnny (1991)
★ 6.8/10Also drama and romance
When Johnny is released from prison following a forgery charge, he quickly lands a job as a short-order cook at a New York diner. Following a brief fling with waitress Cora, he develops an attraction for Cora's friend…
18
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?"
19
An Unmarried Woman (1978)
★ 6.8/10Also drama and romance
A wealthy woman from Manhattan's Upper East Side struggles to deal with her new identity and her sexuality after her husband of 16 years leaves her for a younger woman.
20
Good Luck to You, Leo Grande (2022)
★ 7/10Also romance and drama
Nancy Stokes, a retired schoolteacher, is pretty sure she has never had good sex. Now that her husband has died, she is determined to take a tour of sexual vistas that until now she has only imagined. She even has a…