Movies Like Woman of the Year

If you liked Woman of the Year (1942), a comedy and romance movie directed by George Stevens, 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
Is This Thing On? (2025)
★ 6.6/10Also comedy and drama
As their marriage quietly unravels, Alex faces middle age and an impending divorce, seeking new purpose in the New York comedy scene while Tess confronts the sacrifices she made for their family—forcing them to…
2
Heartburn (1986)
★ 6/10Also comedy and drama
She's a magazine writer who gives up her career for love and family. He's a playboy newspaper columnist who can't quite give up his old tricks. And if that combination doesn't give a relationship heartburn, nothing will.
3
The Invite (2026)
★ 7.2/10Also comedy and drama
Joe and Angela's marriage is on thin ice. When they invite their enigmatic upstairs neighbors for a dinner party, the night spirals into unexpected places. Have they reignited the spark or lit the match that burns it…
4
One Night Only (2026)
★ 6.4/10Also romance and comedy
Two love-starved strangers crash into each other on the one night of the year when single people are allowed to have sex.
5
His Girl Friday (1940)
★ 7.4/10Also comedy and romance
Walter Burns is an irresistibly conniving newspaper publisher desperate to woo back his paper’s star reporter, who also happens to be his estranged wife. She’s threatening to quit and settle down with a new beau, but…
6
Broadcast News (1987)
★ 6.8/10Also comedy and romance
A high-strung news producer finds herself in a love triangle between a talented but self-doubting reporter and a charming news anchor who embodies the growing trivialization of news that she is determined to fight…
7
My Sassy Girl (2008)
★ 6.8/10Also comedy and romance
A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.
8
The Drama (2026)
★ 6.9/10Also romance and comedy
A happily engaged couple is put to the test when an unexpected turn sends their wedding week off the rails.
9
Down with Love (2003)
★ 6.1/10Also comedy and romance
In 1962 New York City, love blossoms between a playboy journalist and a feminist advice author.
10
Someone Great (2019)
★ 6.4/10Also comedy and romance
An aspiring music journalist lands her dream job and is about to move to San Francisco when her boyfriend of nine years decides to call it quits. To nurse her broken heart, she and her two best friends spend one…
11
Players (2024)
★ 6.1/10Also romance and comedy
New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing…
12
The Best You Can (2025)
★ 7/10Also comedy and romance
Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, just as her world is turned upside…
13
Manhattan (1979)
★ 7.7/10Also comedy and drama
Manhattan explores how the life of a middle-aged television writer dating a teenage girl is further complicated when he falls in love with his best friend's mistress.
14
Celebrity (1998)
★ 6/10Also drama and comedy
The career and personal life of writer Lee are at a standstill, so he divorces his bashful wife, Robin, and dives into a new job as an entertainment journalist. His assignments take him to the swankiest corners of…
15
The Hating Game (2021)
★ 7.3/10Also drama and comedy
Resolving to achieve professional success without compromising her ethics, Lucy embarks on a ruthless game of one-upmanship against cold and efficient nemesis Joshua, a rivalry that is complicated by her growing…
16
Playing It Cool (2014)
★ 5.9/10Also comedy and romance
A young man meets and instantly falls in love with an engaged woman.
17
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.
18
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…
19
Girl on a Bicycle (2013)
★ 5.9/10Also comedy and romance
Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day…
20
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?"